Category: 702-82-9

Adding a certain compound to certain chemical reactions, such as: 702-82-9, 3-Aminoadamantan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 702-82-9, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

In the 2L reaction flask, 138.6 g of 3-amino-1-adamantanol was added.105.7g of potassium carbonate,5.3g potassium iodideAnd 900ml acetone,Stir and heat to 50-55C,Intermediate 2 in 110g was added dropwise in 1hMixed with 600 ml acetone,Stirred and incubated for 2 h, TLC detected the reaction was complete.Filter and rinse the filter cake with 300 ml hot acetone.The combined filtrate and washings were concentrated under reduced pressure at 35-45[deg.] C. to a remaining amount of about 770 ml, cooled to 0-10[deg.] C., and incubated for 2 hours while stirring.The filter cake was washed with 100ml of acetone, 40 ~ 50 cake was dried in vacuo 4h, to give a crude vildagliptin 173.5g, a yield of 89.8%. The 3L reaction flask was filled with 170g of crude product and 1870ml of acetone.Stir and heat to 50-55C,Stir until the solids are completely dissolved,Add 8.5g of activated carbon, heat and stir for 0.5h.Heat filtered and washed with 80 ml acetone.The filtrate was stirred and lowered to a temperature of 10-20C.Stir and stir for 2h.After filtration, the filter cake was washed with 80 ml of acetone, and the filter cake was vacuum dried at 40-50 C. for 4 hours to obtain 139.8 g of Vildagliptin with a yield of 82.2%. The content of 3-amino-1-adamantanol was 0.03%. 0.02%, no isomers detected, purity 99.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Patent; Hebei Medical University; Zhang Kai; Xue Na; Shi Xiaowei; Chen Xinghe; Wang Yabo; Lv Tao; (14 pag.)CN106966947; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 702-82-9, 3-Aminoadamantan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C10H17NO, blongs to alcohols-buliding-blocks compound. Computed Properties of C10H17NO

General procedure: To a 100 ml RBF, compound 6a (10 mmol), heterocyclic amine (2.18 g, 10 mmol) and TBTU (3.21 g, 10 mmol) and dry CH2Cl2 (15 ml) were taken and the contents of the flask were cooled in an ice-bath. DIPEA (8.9 ml, 50 mmol) was added drop wise to the flask over a 1-hr period. The reaction mixture became clear after complete addition. The ice-bath was removed and the reaction mixture was stirred at room temperature for 48 hrs. The white solid (precipitated out of the reaction mixture) was filtered and washed with water (20 ml). The crude products were directly recrystallised from boiling 1,4-dioxane.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-82-9, 3-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Agrawal, Madhavi; Kharkar, Prashant; Moghe, Sonali; Mahajan, Tushar; Deka, Vaishali; Thakkar, Chandni; Nair, Amrutha; Mehta, Chirag; Bose, Julie; Kulkarni-Almeida, Asha; Bhedi, Dilip; Vishwakarma, Ram A.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 20; (2013); p. 5740 – 5743;,
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Electric Literature of 702-82-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, molecular weight is 167.2481, as common compound, the synthetic route is as follows.

Example 8.2: (S)-l-[2-(3-Hydroxy-adamantan-l-ylamino)-acetyl]-pyrrolidine 2- carboxylic acid methyl ester (0115) In a clean and dry 1L four neck R.B.F. equipped with mechanical stirrer, thermometer pocket and a reflux water condenser under nitrogen charged dichloromethane (140 mL, 4V), 3-amino-adamantan-l -ol (35.58 g, 1.25 eq.), powdered potassium carbonate (70.51 g, 3.0 eq.) and potassium iodide (2.82 g, 0.1 eq.) under N2 and Stirred for 30 min. Meanwhile prepared a solution of (S)-l-(2-chloro-acetyl)-pyrrolidine-2-carboxylic acid methyl ester (35 g, l .O eq.) and dichloromethane (35 mL, IV) and added to the reaction mass in one lot. Heated the reaction mass to vigorous reflux and maintained for 6 h. Monitored progress of reaction by HPLC after 4 h. After complete conversion on HPLC, stopped heating and cooled reaction mass to 20-25C. Filtered the salt and washed the solid with DCM (70 mL, 2V). Charged the filtrate in 1 L RBF and cooled reaction mass to 10-15C. A solution of aq. acetic acid (30.2 mL, 3.1 eq.) in water (175 mL, 5 V) was added to above reaction mass. The reaction mass was stirred for 30 min. at 20-25C. The organic layer and aq. Layer were separated. The organic layer was kept aside. The aqueous layer was extracted with dichloromethane (70 mL x 4, 2V x 4). [Collectively organic layers were concentrated to get a compound of formula (16) wherein the Rl is specifically methyl]. After dichloromethane wash, adjusted the pH of aqueous layer using aq. ammonia (3V). The aqueous layer was extracted with dichloromethane (70 mL chi 4, 2V chi 4). All the DCM layers were pooled to gather and washed with brine. DCM was removed under reduced pressure at 60C and 50 torr. Added methanol (70 mL, 2V) to reaction mass and refluxed for 1 h and cooled to 35-40C. Distilled methanol under reduced pressure to displace DCM till the temperature reached at 60C at 50 torr the distillation was stopped and continued heating for 1 h. Added methanol (35 mL, IV) to reaction mass and refluxed for 1 h to prepare homogeneous reaction mass. Cooled reaction mass to 20-25C and unload the methanolic solution of product. Yield range: 80-90 %; HPLC purity > 99.00 %; chiral HPLC purity: 100 %,

Statistics shows that 702-82-9 is playing an increasingly important role. we look forward to future research findings about 3-Aminoadamantan-1-ol.

Reference:
Patent; HIKAL LIMITED; MOHILE, Swapnil Surendra; TAPKIR, Sandeep Rameshrao; PATIL, Manoj Vinayak; GANGOPADHYAY, Ashok Kumar; NIGHTINGALE, Peter David; WO2015/128718; (2015); A1;,
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Related Products of 702-82-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, molecular weight is 167.2481, as common compound, the synthetic route is as follows.

Example 8.2: (S)-l-[2-(3-Hydroxy-adamantan-l-ylamino)-acetyl]-pyrrolidine 2- carboxylic acid methyl ester (0115) In a clean and dry 1L four neck R.B.F. equipped with mechanical stirrer, thermometer pocket and a reflux water condenser under nitrogen charged dichloromethane (140 mL, 4V), 3-amino-adamantan-l -ol (35.58 g, 1.25 eq.), powdered potassium carbonate (70.51 g, 3.0 eq.) and potassium iodide (2.82 g, 0.1 eq.) under N2 and Stirred for 30 min. Meanwhile prepared a solution of (S)-l-(2-chloro-acetyl)-pyrrolidine-2-carboxylic acid methyl ester (35 g, l .O eq.) and dichloromethane (35 mL, IV) and added to the reaction mass in one lot. Heated the reaction mass to vigorous reflux and maintained for 6 h. Monitored progress of reaction by HPLC after 4 h. After complete conversion on HPLC, stopped heating and cooled reaction mass to 20-25C. Filtered the salt and washed the solid with DCM (70 mL, 2V). Charged the filtrate in 1 L RBF and cooled reaction mass to 10-15C. A solution of aq. acetic acid (30.2 mL, 3.1 eq.) in water (175 mL, 5 V) was added to above reaction mass. The reaction mass was stirred for 30 min. at 20-25C. The organic layer and aq. Layer were separated. The organic layer was kept aside. The aqueous layer was extracted with dichloromethane (70 mL x 4, 2V x 4). [Collectively organic layers were concentrated to get a compound of formula (16) wherein the Rl is specifically methyl]. After dichloromethane wash, adjusted the pH of aqueous layer using aq. ammonia (3V). The aqueous layer was extracted with dichloromethane (70 mL chi 4, 2V chi 4). All the DCM layers were pooled to gather and washed with brine. DCM was removed under reduced pressure at 60C and 50 torr. Added methanol (70 mL, 2V) to reaction mass and refluxed for 1 h and cooled to 35-40C. Distilled methanol under reduced pressure to displace DCM till the temperature reached at 60C at 50 torr the distillation was stopped and continued heating for 1 h. Added methanol (35 mL, IV) to reaction mass and refluxed for 1 h to prepare homogeneous reaction mass. Cooled reaction mass to 20-25C and unload the methanolic solution of product. Yield range: 80-90 %; HPLC purity > 99.00 %; chiral HPLC purity: 100 %,

Statistics shows that 702-82-9 is playing an increasingly important role. we look forward to future research findings about 3-Aminoadamantan-1-ol.

Reference:
Patent; HIKAL LIMITED; MOHILE, Swapnil Surendra; TAPKIR, Sandeep Rameshrao; PATIL, Manoj Vinayak; GANGOPADHYAY, Ashok Kumar; NIGHTINGALE, Peter David; WO2015/128718; (2015); A1;,
Alcohol – Wikipedia,
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Electric Literature of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

3.0 g of compound IV, 3.3 g of 3-amino-1-adamantanol, 2.7 g of potassium carbonate,0.1 g of potassium iodide and 30 mL of tetrahydrofuran were added to a 100 mL reaction flask and mechanically stirred.Reaction at 20 C for 12 hours,Filter, wash the filter cake with 20 mL of tetrahydrofuran, and combine the filtrate.The filtrate was concentrated to dryness at 40 C.Add 30 mL of dichloromethane, stir and dissolve, and the organic phase is passed through 10 mL of water and 10 mL respectively.Wash with brine, separate the layers, and dry the organic phase with 10 g of anhydrous sodium sulfate.filter,The organic phase was concentrated to dryness at 40 C, and then crystallised from 9mL of ethanol and 36mL of isopropyl ether.Filter, dry to constant weight at 40 C,4.4 g of compound V were obtained with a yield of 93.4%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Patent; Zhuhai Federation Pharmaceutical Co., Ltd.; Yin Bangzhi; Mao Jiaohuang; Xu Huafeng; Qiao Mingfu; Liang Qingyong; (12 pag.)CN109776372; (2019); A;,
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Reference of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 4; This example illustrates the synthesis of the compound of formula (II) in accordance with an embodiment of the invention.Synthesis of (2S,2’S)-1,1′-[[(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)imino]bis(1-oxo-2,1-ethanediyl)]di(2-pyrrolidinecarbonitrile). A 50 mL round bottom flask with magnetic stirring was charged with THF (15 mL), powdered K2CO3 (3.3 g, 24 mmol), 3-amino-1-adamantanol (1 g, 6 mmol), 1-chloroacetyl-2-cyanopyrrolidine (2.6 g, 15 mmol) and KI (50 mg, 0.3 mmol). The resulting slurry was heated to reflux for 5 hours. The suspension was cooled down, filtered at room temperature and the solids washed with 5 mL of THF. Solvents were distilled off under vacuum and the resulting crude was recrystallized in 15 mL of isopropanol to obtain 1.9 g of the compound of formula II (72% yield): mp 181-183 C.; IR (KBr) 3420, 2920, 2906, 2880, 2851, 2239, 1650 1450, 1424, 1403, 1311, 1003 cm-1; 1H-NMR (DMSO-d6) 1.30-1.67 (m, 12H), 1.75-2.36 (m, 10H), 3.10-3.29 (m, 1.3H), 3.38-3.84 (m, 6.7H), 4.40-4.51 (m, 1H), 4.57-4.70 (m, 1.5H), 5.95-6.07 (m, 0.4H); 13C-NMR (DMSO-d6, 80 C.) 24.4, 28.9, 29.9, 34.5, 37.8, 43.9, 45.3, 45.9, 46.8, 49.9, 57.5, 67.5, 118.8, 170.0; MS (ESI+) 440 (M++1); [alpha]D25=111 (c 1.0, MeOH).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 702-82-9, 3-Aminoadamantan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Medichem, S.A.; US2008/167479; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 702-82-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 702-82-9, name is 3-Aminoadamantan-1-ol. A new synthetic method of this compound is introduced below.

59.52 parts of a solution containing the salt represented by the formula (IV-1) and 3.81 parts of the compound represented by the formula (V-8)After stirring at 23 C. for 1 hour,It was filtered.The collected filtrate was concentrated,To the obtained concentrate,100 parts of chloroform and 30 parts of ion exchanged water were charged,After stirring for 30 minutes,And separated.This washing operation was repeated three times.By concentrating the recovered organic layer,9.44 parts of a salt represented by the formula (I-8) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-82-9, 3-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Ichikawa, Koji; Sakamoto, Hiroshi; (89 pag.)JP5879696; (2016); B2;,
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Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 702-82-9, 3-Aminoadamantan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 3-Aminoadamantan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3-Aminoadamantan-1-ol

General procedure: N-Ethyl-N’-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI) (0.15 g, 0.78 m Mol, 1.2 equiv) and 3-amino-5,7-dimethyladamantan-1-ol (9b) (0.15 g, 0.76 m Mol, 1.06 equiv) were successively added to a solution of 2-(3-oxobenzo[d]isothiazol-2(3H)-yl)acetic acid (8) (0.15 g, 0.72 m Mol, 1.0 equiv) in anhydrous DMF (5 mL) at ambient temperature. The resulting reaction mixture was stirred at ambient temperature for 70 h. The solvent was evaporated under reduced pressure and the residue was partitioned between water (20 mL) and ethyl acetate (10 mL). The aqueous phase was additionally extracted with ethyl acetate (3 * 7 mL). The combined organic layer was successively washed with 5% aqueous solution of citric acid (7 mL), 5% aqueous solution of NaHCO3 (8 mL), brine (10 mL), dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. Crystallization of the crude product from a mixture consisting from ethyl acetate and hexanes provided 1c (47 mg, 17%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-82-9, 3-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Zhulenkovs, Dmitrijs; Rudevica, Zhanna; Jaudzems, Kristaps; Turks, Maris; Leonchiks, Ainars; Bioorganic and Medicinal Chemistry; vol. 22; 21; (2014); p. 5988 – 6003;,
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Application of 702-82-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a mixture of 1-aminoadamantane-3-ol (2.00 g, 12.0 mmol) and potassium carbonate (2.48 g,18.0 mmol, 1.5 equiv) in 60 mL of tetrahydrofuran is added benzyl chloroformate (1.88 mL, 13.2mmol, 1,1 equiv) in dropwise fashion over a 10-minute period. The mixture is then stirred at room temperature for 2 h and then partitioned between ethyl acetate and water. The product is then extracted into the ethyl acetate and the aqueous layer is washed twice with ethyl acetate (100 ml). The combined organic layers are then washed successively with 100 mL of aqueous 2 N sodium hydroxide, water and brine, dried over sodium sulfate, filtered and concentrated to provide 1-benzylcarbamoyladamantane-3-ol as a white solid (3.32g, 92% yield). This compound was used without further purification.1H NMR (500 MHz, CDCl3): delta 7.36-7.28 (m, 5H), 5.02 (s, 2H), 4.78 (br s, 1H), 2.25 (s, 2H), 2.00(br s, 1H), 1.92 (s, 2H), 1.84 (s, 4H), 1.67 (s, 4H), 1.52 (q, J = 12.7 Hz, 2H) ppm.13C NMR (125 MHz, CDCl3): delta 154.2, 136.5, 128.4, 128.0, 126.9, 69.1, 66.0, 65.1, 53.2, 49.2,43.9, 40.4, 34.7, 30.5 ppm. Spectroscopic data matches with previously reported data.8

According to the analysis of related databases, 702-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gonzalez-Esguevillas, Maria; Miro, Javier; Jeffrey, Jenna L.; MacMillan, David W.C.; Tetrahedron; vol. 75; 32; (2019); p. 4222 – 4227;,
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Related Products of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

3-Aminoadamantanol (3 g,18 mmol), 2-butanone (21 mL),potassium carbonate (10 g, 72.5 mmol) and potassium iodide(0.25 g, 1.5 mmol) were added to a 150 mL three-neck roundbottom flask which was equipped with a condenser pipe, athermometer and a constant pressure funnel. The mixture washeated to 40 C under stirring and then the compound 4 (3 g,16.5 mmol) dissolved in 22 mL THF was added dropwise for 1.5 h. After dropped over, the reaction mixture was stirred at 40 C for 1 h and then heated up to reflux for 0.5 h. The reactionwas monitored by TLC (5 % CH3OH-CH2Cl2). After completing the reaction, the hot mixture was filtered and the filtercake was washed with hot 2-butanone (3 × 20 mL). The collected filtrate was concentrated under vacuum and stirred underslowly cooling. After the mixture became viscous, it was stirredin the ice-bath. The resulting white crystalline solid was filteredand washed with ethyl acetate (3 × 20 mL) and then dried at45 C under vacuum to afford the target compound of vildagliptin (4.1 g, 82 %). HPLC purity 99.17 %, m.p. 148-150 C, IR(KBr, nu max , cm -1 ): 3293, 2915, 2848, 2241, 1656, 1405; 1 H NMR (400 MHz, DMSO-d6) 1.41-1.49 (m, 14H, CH 2 ), 1.97-2.02(m, 2H, OH, NH), 3.44-3.63 (m, 2H, COCH 2 ), 4.70-4.73 (t,1H, CHCN), 2.10-2.14 (m, 4H, CH 2 ), 3.26-3.32 (t, 2H, NCH 2 );13 C NMR (75 MHz, DMSO-d 6 ) delta 22.07, 34.22, 38.79, 39,39.21, 39.43, 39.64, 39.85, 40.06, 44.62, 47.09, 47.09, 47.16,52.72, 68.39, 120.03, 171.32; MS m/z 304.2 [M + 1], 305.2[M + 2] 13 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Article; Deng, Yu; Wang, Anmin; Tao, Zhu; Chen, Yingjie; Pan, Xinmei; Hu, Xiangnan; Asian Journal of Chemistry; vol. 26; 18; (2014); p. 6275 – 6278;,
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