Tag: M.W=0-100

Related Products of 4415-82-1 ,Some common heterocyclic compound, 4415-82-1, molecular formula is C5H10O, 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.

A solution of 11.1 ml (116.1 mmol) of oxalyl chloride in 50 ml of abs. dichloromethane was cooled to -78 C., and a solution of 16.5 ml (232.2 mmol) of DMSO in 50 ml of abs. dichloromethane was added dropwise, keeping the temperature below -50 C. After 5 min, a solution of 10.0 g (116.1 mmol) of cyclobutanemethanol in 20 ml of abs. dichloromethane was added dropwise. After a further 15 min of stirring at -78 C., 80.9 ml (580.5 mmol) of triethylamine were added. After 5 min, cooling was removed and the mixture was slowly warmed to RT, and the reaction mixture was then added to water. The mixture was saturated with sodium chloride and the separated organic phase was washed twice with saturated sodium chloride solution, three times with 1 N hydrochloric acid and three times with pH buffer solution, dried over sodium sulphate and concentrated under reduced pressure (500 mbar). This gave 6.28 g of cyclobutanecarbaldehyde as a crude product which was directly reacted further.

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. 4415-82-1, Cyclobutylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAHN, Michael; LAMPE, Thomas; STASCH, Johannes-Peter; SCHLEMMER, Karl-Heinz; WUNDER, Frank; LI, Volkhart Min-Jian; BECKER, Eva-Maria; STOLL, Friederike; KNORR, Andreas; WOLTERING, Elisabeth; US2013/79412; (2013); A1;,
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Reference of 6153-05-5 , The common heterocyclic compound, 6153-05-5, name is (Z)-3-Methylpent-2-en-4-yn-1-ol, molecular formula is C6H8O, 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.

(Z)-3-Mehylpent-2-en-4-yn-1-ol(side chain) (68 mg, 0.70 mmol) in dry THF (3.5 mL) was cooled to ?80 °C unde ran atmosphere of Ar. n-Butyllithium(0.90 mL, 1.58 M) was then added slowly. After being stirred for 30 min at ?80°C, a solution of the 6 (64 mg, 0.35mmol) in dry THF (0.5 mL) was added to the stirred mixture. The reaction mixture was stirred for a further 15 min at ?80 °C and then the ice bath was removed. The reaction mixture was stirred at room temperature for 90 min. After quenching with sat. NH4Cl solution (100 mL), it was extracted withEtOAc (15 mL × 3). The organic layer was washed with brine, dried over Na2SO4,and concentrated in vacuo. The residual oil was purified by silica gel chromatography with 55percent EtOAc in hexane to obtain 7 (58 mg, 59percent) as a yellow oil. 1H NMR (270 MHz, CDCl3): deltaH 1.12 (3H, s,H3-8? or 9?), 1.17 (3H, s, H3-8? or 9?), 1.88 (3H, d, J=1.0, H3-6), 1.94 (2H, s, H2-5?),2.08 (1H, s, -OH), 3.96 (4H, br s, -OCH2CH2O-), 4.29(2H, d, J=5.3 Hz, H2-1),5.60 (1H, d, J=9.9 Hz, H-2? or 3?),5.87 (1H, td, J=5.3 and 1.0 Hz, H-2),5.89 (1H, d, J=9.9 Hz, H-2? or 3?); 13CNMR (68 MHz, CDCl3): deltaC 22.6, 23.0, 25.6, 39.2, 43.7,61.6, 64.3, 64.5, 72.0, 77.2, 84.1, 104.7, 120.5, 127.0, 134.0, 136.1. HRMS (m/z): [M+Na]+ calcd. for C16H22O4Na,301.1416; found, 301.1415.

The synthetic route of 6153-05-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Takeuchi, Jun; Ohnishi, Toshiyuki; Okamoto, Masanori; Todoroki, Yasushi; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3507 – 3510;,
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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. 2867-59-6, name is 3-Aminobutan-1-ol, molecular formula is C4H11NO, 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. Quality Control of 3-Aminobutan-1-ol

75 g of D-malic acid (0.56 mol) in 250 ml of anhydrous ethanol, stirred at room temperature, the system was dissolved, then added dropwiseA 50 g mixture of 3-amino-1-butanol (0.56 mol) in racemic mixture was added dropwise and warmed to 30-40C. The system was dissolved and 0.5 g of (S)-3-amino-1-butanol was added. D Malate salt as a seed crystal, and stirring during heat preservation, the solid precipitated after half an hour, continue to stir for 2 to 3 hours, slowly to room temperature, and continue to cool to 5 to 10 C for half an hour, suction filtration, to obtain an optical purity of 90.8 %ee.The D-malate salt of (S)-3-amino-1-butanol.The resulting (S)-3-amino-1-butanol D-malate with an optical purity of 90.8% ee was suspended in 200 ml of anhydrous ethanol, warmed to reflux, and the system was dissolved, slowly cooled, and the cooling process was solid. Gradually precipitated, cooled to room temperature, stirred for 1~2 hours, continued cooling to 5~10C, and kept stirring for 0.5 hour. Filtered to obtain an optical purity of 98.7%e.The D-malate salt of (S)-3-amino-1-butanol.The above-mentioned recrystallized D-malate salt of (S)-3-amino-1-butanol having an optical purity of 98.7% ee was suspended in 150 ml of anhydrous ethanol, and the temperature was raised to reflux. After the system was dissolved, the temperature was slowly lowered. The solids gradually precipitated, dropped to room temperature, incubated for 1 to 1.5 hours while stirring, and continued to cool down to 5 to 10C for half an hour, filtered by suction, and vacuum dried at 50C to a constant weight to give an optical purity of 99.4% ee.(S). D-malate salt of 3-amino-1-butanol.The above-mentioned recrystallized D-malate salt of (S)-3-amino-1-butanol having an optical purity of 99.4%ee was suspended in 120 ml of absolute ethanol, and the temperature was raised to reflux. After the system was dissolved, the temperature was gradually lowered. Solids gradually precipitated, dropped to room temperature, incubated for 1 to 1.5 hours while stirring, and continued to cool to 5 to 10C for half an hour, filtered, and vacuum dried at 50C to constant weight.50.4 g of D-malate salt with an optical purity of 99.9% ee.(S)-3-amino-1-butanol are obtained,Yield 40.3%.

With the rapid development of chemical substances, we look forward to future research findings about 2867-59-6.

Reference:
Patent; Shanghai Disainuo Pharmaceutical Co., Ltd.; Shanghai Disainuo Chemical Pharmaceutical Co., Ltd.; Yancheng Disainuo Pharmaceutical Co., Ltd.; Shanghai Chuangnuo Pharmaceutical Group Co., Ltd.; Li Jinliang; Zhao Nan; Wu Jun; (10 pag.)CN107793320; (2018); A;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 616-29-5, name is 1,3-Diaminopropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 1,3-Diaminopropan-2-ol

To a solution of 3-1 (3.00 g, 33.3 mmol) in dichloromethane (300 mL) was added triethylamine (5.10 mL, 36.6 mmol), 4-dimethylaminopyridine (DMAP, 40.7 mg, 0.333 mmol), and tert-butyldiphenylsilyl chloride (TBDPSCI, 9.13 mL, 35.0 mmol), and the mixture was stirred at room temperature for 5 hours. The solvent was removed by concentration in vacuo and chromatographed by flash chromatography on silica gel (chloroform/methanol = 5: 1) to give 3-2 (8.28 g, 76%). 1H MR (400 MHz, CDC13): delta 1.08 (s, 9H), 2.70-2.79 (m, 4H), 3.60-3.63 (m, 1H), 7.36-7.45 (m, 6H), 7.67-7.70 (m, 4H). MS (CI+) m/z: 329 (MH+).

With the rapid development of chemical substances, we look forward to future research findings about 616-29-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; INTERVET INTERNATIONAL B.V.; KYORIN PHARMACEUTICAL CO. LTD.; SINGH, Sheo B.; WARRASS, Ralf; ULLRICH, Joachim; KAWASHIMA, Mikako; FUKUDA, Yasumichi; TAKANO, Hisashi; (92 pag.)WO2016/123146; (2016); A1;,
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Related Products of 627-27-0, 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. 627-27-0, name is But-3-en-1-ol, molecular formula is C4H8O, 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.

But-3-en-1-yl methanesulfonate 8 was prepared from 3-buten-1-ol using the protocol described byD. Pei et al.:2 methanesulfonyl chloride (1.10 equiv, 110 mmol, 8.51 mL) was added dropwise to asolution of 3-buten-1-ol (1.00 equiv, 100 mmol, 7.21 g) and triethylamine (1.10 equiv, 110 mmol,15.3 mL) in CH2Cl2 (0.20 L) at 0 C. The mixture became cloudy. After 5 min of stirring, the coldbath was removed and stirring was continued for 1 h. The reaction mixture was then washed withsaturated NaHCO3 aqueous solution (0.10 L) and H2O (0.10 L). The organic layer was dried overMgSO4, filtered and concentrated to afford mesylate 8 (14.3 g, 95.2 mmol, 95%) as a colourless oilthat was used as such, without purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 627-27-0, But-3-en-1-ol.

Reference:
Article; Wolan, Andrzej; Kowalska-Six, Justyna A.; Rajerison, Holisoa; Cesario, Michele; Cordier, Marie; Six, Yvan; Tetrahedron; vol. 74; 38; (2018); p. 5248 – 5257;,
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Synthetic Route of 616-29-5, 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. 616-29-5, name is 1,3-Diaminopropan-2-ol. A new synthetic method of this compound is introduced below.

N- (3-CARBOXY-6-METHYLPHENYL)-S-METHYLISOTHIOUREA (17.0 g, 0.048 mol) and 1,3-diamino-2-hydroxypropane (12.96 g, 0.144 mol) and DMF (20 mL) were added to 200 mL flask equipped with condenser and drying tube. The solution was heated at 100 C for 36 h and was cooled and filtered. The solid was washed with ethyl acetate, then ether. The solid was added slowly to stirring 4N HCI in dioxane. The mixture was stirred for 2h. The reaction mixture became difficult to stir and the solution was concentrated and dried under high vacuum overnight. The solid was washed with ether three times, filtered, and dried. Yield 13. 31G (97%) 1H NMR (CD30D) a 7.13-7. 21 (m, 2H), 6.86 (m, 1H), 3.26 (m, 4H), 1.83 (m, 2H). Anal. Calcd for C11H1303N3 : MOL. Wt, 236.1005 (M+H, HRMS). Found: MOL. W, 236.1035 (M+H, HRMS).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,616-29-5, 1,3-Diaminopropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA CORPRATION; WO2004/60376; (2004); A1;,
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Related Products of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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.

1b); 1.69 g (21.1 mmol) N-methylaminoethanol (BASF) and 6.68 ml (47.9 mmol) triethylamine were dissolved in 100 ml dichloromethane. At 0 C., 4.50 g (19.2 mmol) product of 1a dissolved in 50 ml dichloromethane were added dropwise. The cooling was removed and the mixture was stirred for 1.5 hours at ambient temperature. The reaction mixture was then washed with 1 N hydrochloric acid and 5% sodium hydrogen carbonate solution. The organic phase was dried on sodium sulphate and evaporated to dryness.C12H19NO4S (273.35)[M+H]+=274TLC: silica gel, dichloromethane/ethanol 19:1, Rf value=0.43

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/77231; (2011); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

In to a reactor, 3.79 parts of the compound represented by formula (I-2-a), 10 parts of tetrahydrofuran and 4.79 parts of triethylamine were charged and stirred at 23 C. for 30 minutes. The obtained mixture was cooled into 0 C. Then, 4.50 parts of the compound represented by formula (I-1-b) was dropped thereto over 30 minutes at 0 C., and the obtained mixture was stirred for 1 hour at 0 C. 100 parts of ethyl acetate, 50 parts of ion exchanged water and 50 parts of a saturated aqueous ammonium chloride solution were added to the resulting reactant, the obtained mixture was stirred at 23 C. for 30 minutes, and left still to separate an organic layer. To the obtained organic layer, 100 parts of ion exchanged water was added, stirred at 23 C. for 30 minutes, and left still, followed by separating an organic layer to wash with water. The washing step was conducted five times. The obtained organic layer was concentrated and purified with column chromatography [silica gel 60N spherical shape, neutral, 100-210 mum, solvent: mixture of n-heptane/ethyl acetate=5/I, manufactured by Kanto Chem. Ltd.], to provide 3.12 parts of the compound represented by formula (I-2-c).

With the rapid development of chemical substances, we look forward to future research findings about 764-48-7.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; NISHIMURA, Takashi; ICHIKAWA, Koji; (98 pag.)US2016/334702; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 616-29-5, 1,3-Diaminopropan-2-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, 616-29-5, blongs to alcohols-buliding-blocks compound. Product Details of 616-29-5

Step 1 : Di-tert-butyl (2-hydroxypropane-l,3-diyl)dicarbamate [00217] A solution of l,3-diaminopropan-2-ol (3.0 g, 33.3 mmol) in water (7 mL) was added to a solution of di-tert-butyldicarbonate (16.0 g, 73.7 mmol) in dioxane (400 mL). The reaction mixture was stirred for 22 h at room temperature then concentrated in vacuo. The resulting solid was dissolved in CH2C12 (300 mL), washed with water (300 mL), and dried (MgS04). Concentration in vacuo gave di-tert-butyl (2-hydroxypropane-l,3- diyl)dicarbamate (9.0 g) as a faint-yellow oil, which was used without further purification. 1H NMR (300 MHz, CDC13) delta 5.09 (br, 2H), 3.78-3.73 (m, 1H), 3.55 (br, 1H), 3.34-3.12 (m, 4H), 1.46 (s, 18H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,616-29-5, its application will become more common.

Reference:
Patent; PRESAGE BIOSCIENCES, INC.; DECKWERTH, Thomas; KLEINMAN, Edward; RUAN, Fuqiang; BAKER, William; KLINGHOFFER, Richard; (126 pag.)WO2016/196393; (2016); A2;,
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Synthetic Route of 2516-33-8, 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.2516-33-8, name is Cyclopropylmethanol, molecular formula is C4H8O, molecular weight is 72.1057, as common compound, the synthetic route is as follows.

5-Bromo-2-cyclopropylmethoxy-pyridine 0.49 g (6.82 mmol) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmol) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmol) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H2O/FA). C9H10BrNO (M=228.1 g/mol) ESI-MS: 228/229 [M+H]+Rt(HPLC):1.14 min (method C)

The chemical industry reduces the impact on the environment during synthesis 2516-33-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/213568; (2014); A1;,
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