Tag: M.W=100-200

Electric Literature of 59854-12-5, 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. 59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, 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 solution of tert-butyl 4-hydroxybutanoate (56 mg, 0.35 mmol) in 1 mL DCM was added DMP (273 mg, 0.64 mmol, 1.8 eq) and the solution was stirred for 2 h at rt. The reaction mixture was diluted with DCM and washed 3X with 10% sodium thiosulfate solution and once with saturated sodium bicarbonate solution to yield 30 mg crude tert-butyl 4- oxobutanoate (54% crude yield). Crude free-base norheroin 2 (25 mg, 0.07 mmol) was dissolved in 4 mL of dry 1,2-dichloroethane, followed by the addition of crude ferf-butyl 4- oxobutanoate (30 mg, 0.19 mmol, 2.7 eq) and NaBH(OAc)3(22 mg, 0.11 mmol, 1.5 equiv). The reaction solution was allowed to stir for 2 h. The reaction mixture was diluted with DCM and washed twice with saturated sodium bicarbonate solution. Purification proceeded via preparative TLC using 5% MeOH in EtOAc as an eluent to yield 4.3 mg of 9 (12% yield).

According to the analysis of related databases, 59854-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; JANDA, Kim, D.; (41 pag.)WO2019/94528; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 431-38-9, 3-Amino-1,1,1-trifluoropropan-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, Application In Synthesis of 3-Amino-1,1,1-trifluoropropan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 3-Amino-1,1,1-trifluoropropan-2-ol

General procedure: To a stirred solution of amino alcohol 5 (8.80 mmol, 1.10 equiv.) in DMF (16.0 mL, 0.5M) atroom temperature was added isothiocyanate 4 (8.00 mmol, 1.00 equiv.). After stirring for 2minutes at room temperature, Vilsmeier salt 3 (12.00 mmol, 1.50 equiv.) and iPr2NEt (12.00mmol, 1.50 equiv.) were added sequentially. The reaction mixture was allowed to stir at 75Cuntil adjudged complete by TLC, generally 4 hours. The reaction was diluted with EtOAc(50mL) and sequentially washed with sat. aq. NaHCO3 (25mL) and brine (25mL). The organiclayer was dried over MgSO4, polish filtered, and concentrated under reduced pressure. The cruderesidue was purified by silica gel column chromatography (100% heptane to 80% EtOAc inheptane gradient) to give 6.

The synthetic route of 431-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Corbett, Michael T.; Caille, Seb; Synlett; vol. 28; 20; (2017); p. 2845 – 2850;,
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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.33036-62-3, name is 4-Bromo-1-butanol, molecular formula is C4H9BrO, molecular weight is 153.0177, as common compound, the synthetic route is as follows.Recommanded Product: 4-Bromo-1-butanol

PREPARATION 9 1-Tetrahydropyranyloxy-4-bromobutane (Formula XIII: A is trimethylene). Concentrated hydrobromic acid (75 drops of 48%) is added with stirring to a mixture of 4-bromobutanol (150 ml.) and dihydropyran (300 ml.) at 0. This mixture is stirred and allowed to warm slowly to 25 C. during 15 hours. Evaporation under reduced pressure gives a residue which is divided into two equal parts, each part being chromatographed on 1.5 kg. of silica gel, each column being eluted with 7.5 l. of 5% ethyl acetate in Skellysolve B, and then with 4 l. of 7.5% ethyl acetate in Skellysolve B, collecting 500 ml. fractions. Fractions 5-11 from each column are evaporated to give a total of 240 g. of 1-tetrahydropyranyloxy-4-bromobutane.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33036-62-3, 4-Bromo-1-butanol, and friends who are interested can also refer to it.

Reference:
Patent; The Upjohn Company; US4008263; (1977); A;,
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Adding a certain compound to certain chemical reactions, such as: 1205037-95-1, trans-3-Aminocyclobutanol hydrochloride, 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, Safety of trans-3-Aminocyclobutanol hydrochloride, blongs to alcohols-buliding-blocks compound. Safety of trans-3-Aminocyclobutanol hydrochloride

General Method C (Amine substitution) A solution of benzoimidazol-2-yl arylpyridinone bistriflate derivate (1 equiv) in MeCN, DCM, or DMF was treated with amine (1.2-3 equiv). In the case where the amine is a salt (e.g. HCl), the amine salt was dissolved in MeOH or DMF and passed through a PoraPak Rxn CX ion exchange column to yield the free base which was added to the reaction mixture. The reaction mixture was stirred at rt or up to 45 C for 1-48 h. Solvent was removed and the crude product was purified by column chromatography or prep-HPLC to give the desired product. General Method D (Global deprotection) A solution of protected benzoimidazol-2-yl arylpyridinone derivate (1 equiv) in TFA/conc. HCl (7: 1 v/v) was heated at 80-100 C for 3-24 h. Solvent was removed and the crude product was purified by column chromatography (free base) or prep-HPLC (TFA salt) to give the desired product. To generate the desired product as a HCl salt, the free base was dissolved in MeOH and 1 M HCl-Et20 (2-4 equiv) was added at rt. The solution was stirred for 5 min and azeotroped twice with MeOH.

The synthetic route of 1205037-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; SAMPSON, Peter Brent; PATEL, Narendra Kumar B.; PAULS, Heinz W.; LI, Sze-Wan; NG, Grace; LAUFER, Radoslaw; LIU, Yong; LANG, Yunhui; (93 pag.)WO2016/205942; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13330-96-6, 4-(Dimethylamino)butan-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: 4-(Dimethylamino)butan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 4-(Dimethylamino)butan-1-ol

General procedure: To a solution of 6-substituted pyridazinone 9 (0.5 mmol) in DMF (10 mL) was added Cs2CO3 (0.55 mmol). An appropriately substituted nitro benzyl chloride (0.52 mmol) was added and the resulting mixture was stirred at 40-50 C for 3 h, the solvent was removed under reduced pressure and the residue was dissolved in EtOAc (30 mL), which was then washed with brine (3 ¡Á 10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product, 2-nitrobenzyl-6-substituted-pyridazin-3(2H)-one (10), was used in the next step without further purification. To a solution of 10 in 95 % ethanol (50 mL) was added acetic acid (10 mmol) followed by slow addition of iron powder (2 mmol). The resulting mixture was stirred for 5 h at 100 C. The mixture was then filtered through celite and the filter cake was washed with 95 % ethanol (3 ¡Á 15 mL). The combined ethanol filtrates were evaporated in vacuo and the residue was re-dissolved in ethyl acetate (30 mL). The organic layer was washed with brine (3 ¡Á 10 mL) and 2 M NaOH (10 mL) sequentially. The organic layer was dried over anhydrous Na2SO4, evaporated in vacuo to afford 2-aminobenzyl-6-substituted-pyridazin-3(2H)-one (11) as a yellow solid, which was used without further purification. To a stirred solution of 11 and triphosgene (1 mmol) in dry dichloromethane (5 mL) was added triethylamine (2 mmol) under nitrogen atmosphere. A solution of the corresponding alcohol (1 mmol) in dichloromethane (5 mL) was added 5-10 min later and the mixture was stirred at room temperature overnight, diluted with dichloromethane (15 mL) and washed with water (3 ¡Á 20 mL). The organic phases were separated, combined, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by using column chromatography to afford the corresponding product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13330-96-6, 4-(Dimethylamino)butan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Xing, Weiqiang; Ai, Jing; Jin, Shiyu; Shi, Zhangxing; Peng, Xia; Wang, Lang; Ji, Yinchun; Lu, Dong; Liu, Yang; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 302 – 312;,
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Related Products of 698-87-3, Adding some certain compound to certain chemical reactions, such as: 698-87-3, name is 1-Phenyl-2-propanol,molecular formula is C9H12O, 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 698-87-3.

General procedure: The solution of ionic-liquid-supported DMI 7 (2.2 mmol) in[bmim]PF6 (2 mL) was added to oxalyl chloride (2.0 mmol), andthe mixture was stirred at 60 ¡ãC for 2 h. The mixture was then added to the appropriate alcohol (1.5 mmol), and the resultingmixture was stirred at r.t. overnight. Finally, the mixture wasextracted with hexane 10 mL x 3, and the organic layer wasconcentrated.

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. 698-87-3, 1-Phenyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Koguchi, Shinichi; Shibuya, Yuga; Igarashi, Yusuke; Takemura, Haruka; Synlett; vol. 30; 8; (2019); p. 943 – 946;,
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Adding a certain compound to certain chemical reactions, such as: 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

[00100] In a 50 mL round-bottom flask equipped with stir bar, 5-carboxyphthalaldehydic acid (116 mg, 0.60 mmol), 2,3,6,7-tetrahydro-lH,5H-pyrido[3,2,l-ij]quinolin-8-ol (238 mg, 1.25 mmol) and trifluoroethanol (25 mL). Oxygen was allowed to bubble through the solution for 5 minutes. The resulting dark brown solution was gently warmed up under oxygen atmosphere to 75C and stirred vigorously for 21 hours. The solvent was concentrated in vacuo, and dark blue residue was purified by silica gel chromatography (0? 60% MeOH/DCM) to provide 279 mg (87% yield) of 5-ROX as a dark blue solid. l NMR (300 MHz, CD2Cl2-TFIP-c delta 8.77 (d, J= 1.6 Hz, 1H), 8.28 (dd, J= 7.9, 1.8 Hz, 1H), 7.40 (d, J = 8.0 Hz, 1H), 6.66 (s, 2H), 3.55 – 3.42 (m, 8H), 3.11 (t, J= 6.3 Hz, 4H), 2.70 (t, J = 6.0 Hz, 4H), 2.19 – 2.09 (m, 4H), 2.03 – 1.94 (m, 4H); 1 C NMR (75 MHz, CD2Cl2-TFIP-c delta 174.0, 171.2, 155.9, 153.4, 152.6, 139.4, 135.90, 134.1, 133.4, 132.9, 132.1, 126.8, 125.5, 113.7, 106.6, 51.9, 51.4, 28.2, 21.4, 20.8, 20.5; HRMS (ESI+) calc’d for C33H3iN205+ [M+H]+ 535.2227 found 535.2228.

The synthetic route of 41175-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROMEGA CORPORATION; DWIGHT, Stephen, J.; LEVIN, Sergiy; (38 pag.)WO2017/59308; (2017); A1;,
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Reference of 629-30-1, 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.629-30-1, name is 1,7-Heptanediol, molecular formula is C7H16O2, molecular weight is 132.2, as common compound, the synthetic route is as follows.

7- bromoheptane-l-ol1 (2): Heptane- 1,7-diol (36.0 g, 272 mmol; Alfa Aesar) and aq. 48% HBr (38 mL, 0.9 equiv.) were heated under reflux in benzene (400 mL) with water removal using a Dean-Stark apparatus. After 16 h, all volatiles were removed in vacuo and the residue was purified by Si02 column chromatography using a gradient of 10-30% EtOAc/hexanes as eluent to give 7-bromoheptan-l-ol (26.22 g, 62%) as a colorless oil. TLC: 50% EtOAc/hexanes, Rf ~ 0.40; NMR (400 MHz, CDC13) delta 3.61 (t, 2H, J = 7.1 Hz), 3.39 (t, 2H, J= 6.8 Hz), 1.80- 1.88 (m, 2H), 1.52-1.58 (m, 2H), 1.30-1.46 (m, 6H).

The chemical industry reduces the impact on the environment during synthesis 629-30-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MCW RESEARCH FOUNDATION, INC.; IMIG, John, David; CAMPBELL, William, B.; FALCK, John, Russell; WO2012/138706; (2012); A1;,
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Reference of 115-20-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 115-20-8 as follows.

Preparation of 12′- (2, 2,2-Trichloroethylcarbonyl) vinblastine Trifluoroacetate [00125] Carbon monoxide was bubbled through a solution of 12′- iodovinblastine (53 mg, 0.057 mmol), triethylamine (57 mg, 0.565 mmol) and bis (triphenylphosphine) palladium (II) dichloride (8 mg, 0.011 mmol) in a mixture of DMF/2,2, 2-trichloroethanol (2 mL, 1 : 1) for 5 min, then the reaction mixture was heated at 50 C for 9 h under one atmosphere of carbon monoxide (balloon). The solution was diluted with ethyl acetate (15 mL) then washed with saturated aqueous NaHC03 (2 x 5 mL) and brine (5 mL), dried over MgS04 and evaporated to dryness in vacuo. The residue was purified by reverse phase chromatography (C18, acetonitrile/water, 0.05% trifluoroacetic acid) to provide 12′- (2, 2,2- trichloroethylcarbonyl) vinblastine trifluoroacetate (33 mg, 48%) as a white powder after lyophilization

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115-20-8, its application will become more common.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2005/55939; (2005); A2;,
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Application of 617-94-7, 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. 617-94-7, name is 2-Phenyl-2-propanol. A new synthetic method of this compound is introduced below.

To sodium hydride (60% dispersion in mineral oil, 280 mg, 7.00 mmol, 0.5 equiv) in anhydrous diethyl ether (28 mL) was added freshly distilled 2-phenyl-2-propanol (4.20 g, 30.8 mmol, 2.2 equiv) at 0 C and the mixture was stirred for 1 h at room temperature. The reaction mixture was cooled to 0 C, 2,2,2-trichloroacetonitrile (2.80 mL, 28.0 mmol, 2.0 equiv) were added slowly and stirring was continued for 3 h at ambient temperature. The solvent was removed under reduced pressure and the residue re-dissolved in PE (7.0 mL), anhydrous MeOH (283 pL, 7.00 mmol, 0.5 equiv) was added and the solution was stirred for 10 min at room temperature. The mixture was filtered through a plug of Celite eluting with PE and the filtrate was concentrated in vacuo to give the crude imidate. To a suspension of Fmoc-Ala-OH (4.36 g, 14.0 mmol, 1.0 equiv) in CH CI (80 mL) was added a solution of the imidate in CH CI (15 mL) and the mixture was stirred for 16 h at room temperature. The reaction mixture was filtered through a plug of Celite eluting with CH CI , the solvent was removed in vacuo, and the residue was purified by column chromatograph (S O , PE/EtOAc 4:1) to give Fmoc-Ala-OCumyl (55) (6.00 g, 14.0 mmol, quant yield) contaminated with small amounts of 2-phenyl-2-propanol (~85:15 by 1H N MR) as a pale-yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,617-94-7, 2-Phenyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITY OF WARWICK; SHIPMAN, Michael; (96 pag.)WO2019/186174; (2019); A1;,
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