CAS: 20445-31-2; (R)-3,3,3-Trifluoro-2-Methoxy-2-Phenylpropanoic Acid

上下游产品

CAS号537695-87-7 (R)-3,3,3-trifl... | CAS号52428-02-1 2-(1-bromoethyl... | CAS号1044204-24-1 (R,S)-4,5,5-tri... | CAS号120576-70-7 (r)-mtpa | CAS号111688-22-3 α-methoxy-α-(tr... | CAS号17257-70-4 (R)-α-hydroxy-α... | CAS号20445-31-2 (R)-(+)-α-甲氧基-α... | CAS号434-45-7 α,α,α-三氟苯乙酮 | CAS号64312-89-6 (±)-a-甲氧基-a-(三氟... | CAS号20445-31-2 (R)-(+)-α-甲氧基-α... | CAS号17257-71-5 (S)-(-)-α-甲氧基-α... | CAS号20445-33-4 (S)-(+)-α-甲氧基-α... | CAS号85541-57-7 三氟乙酸酐

2,2,2-三氟苯乙酮置于chromium(Vi) Oxide,4-二甲氨基吡啶,1-(3,5-Bis(Trifluoromethyl)Phenyl)-3-((1R,2R)-2-(Pyrrolidin-1-yl)Cyclohexyl)Thiourea,硫酸,水,Sodium Hydride,对甲苯磺酸,臭氧,三乙胺,Sodium Phosphate,三氟乙酸体系中,用 四氢呋喃,乙醚,二氯甲烷,水 用作溶剂,化学反应 129.75H,反应生成(R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸
参考文献:烯丙基芳基酮对活化的无环酮的有机催化对映选择性乙烯基羟醛反应
标题:烯丙基芳基酮对活化的无环酮的有机催化对映选择性乙烯基羟醛反应
摘要:公开了活化的烯丙基至活化的无环酮的第一催化不对称乙烯基醇醛缩醛反应.发现各种活化的无环酮,例如三氟甲基酮,α-酮酸酯和α-酮膦酸酯,涉及形成具有高对映选择性(高达> 99%ee)的各种γ-选择性醛醇缩合加合物.该方法提供了有效的通用策略,以获取有价值的手性吸电子基团取代的叔羟基基羧酸.
Doi:10.1021/acs.Orglett.5B03412

专利信息

专利号:WO-2013008044-A1
优先权日:2011-07-08
标题:Synthesis of (+) and (-) 1 -(5,5-diphenyltetrahydrofuran-3- yl)-n,n-dimethylmethanamine, (+) and (-) 1-(2,2-diphenyltetrahydrofuran-3-yl)-n,n- dimethylmethanamine and (+) and (-) 1-(2,2- dffhenyltetrahydrofuran-3-yl)-n-metihylmethanamine
发明人：WAMVAKIDES ALEXANDRE; MOUTSOS VASSILIOS; SCHMITT MARTINE
权利人:ANAVEX LIFE SCIENCES CORP; WAMVAKIDES ALEXANDRE; MOUTSOS VASSILIOS; SCHMITT MARTINE
摘要:The current invention covers the synthesis of (+) and (-) l-(5,5-diphenyItetrahydrofuran-3- yl)-N,N-dimethylmethanamine [(±)1] and [(-)1] respectively, including their pharmacologically acceptable acid addition salts. The new products can be synthesized starting from 5,5-diphenyltetrahydrofuran-2(3H)-one (4) after insertion of an aldehyde group in the α-position, reduction to the prochiral 3-(hydroxymethyl)-1, 1-diphenylbutane-1,4-diol (6), chemoenzymatic desymmetrization using the enzyme Amano Lipase PS30, tosylation, intramolecular nucleophilic attack, hydrolysis, reaction with trifluoromethanesulfonic anhydride and substitution by dimethylamine, thus producing (+) 1-(5,5-diphenyl- tetrahydrofuran-3-yl)-N,N-dimethylmethanamine [(+)1]. Protection of the product of the chemoenzymatic desymmetrization with tert-butyldimethylsilyl chloride, hydrolysis, tosylation, intramolecular nucleophilic attack, removal of tert-butyldimethylsilyl group, reaction with trifluoromethanesulfonic anhydride and substitution by dimethylamine produces (-) 1-(5,5-diphenyltetrahydrofuran-3-yl)-N,N-dimethylmethanamine [(-)1]. It also covers the synthesis of (+) and (-) 1-(2,2-diphenyltetrahydrofuran-3-yl)-N,N- dimethylmethanamine [(+)2] and [(-)2] respectively and (+) and (-) 1-(2,2-diphenyl- tetrahydrofuran-3-yl)-N-methylmethanamine \\(+)3] and [(-)3] respectively, including their pharmacologically acceptable acid addition salts. The new products can be synthesized either starting from the reduction of 5-oxo-2,2-diphenyltetrahydrofuran-3-carboxylic acid (13) with LiA1H 4 , followed by the cyclization of the obtained triol (14) under acidic conditions, reaction with 1S-(-) or1R-(+)camphanic chloride, recrystallization, hydrolysis, reaction with trifluoromethanesulfonic anhydride and substitution by dimethylamine or methylamine, or by the reaction of R-(-) or S-(+) Mandelic acid and acetic acid with racemic 1-(2,2-diphenyltetrahydrofuran-3-yl)-N,N-dimethylmethanamine (2), recrystallization, followed by reaction with an aqueous solution of NaOH. The compounds mentioned in the invention present neuroprotective, antiepileptic and antidepressant activity and can be used as therapeutic agents.

专利号:US-4287123-A
优先权日:1980-01-14
标题 :Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R is a readily removable carboxyl protecting group; and is a readily removable acyl group.

专利号:US-4282148-A
优先权日:1980-01-14
标 题:Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R3 is a readily removable carboxyl protecting group.

专利号:US-4000197-A
优先权日:1973-07-23
标 题 :Asymmetric synthesis of phenylisopropylamines
发明人：BARFKNECHT CHARLES F; NICHOLS DAVID E
权利人:UNIV IOWA RES FOUND
摘要:The synthesis of enantiomers of a series of methoxy- and alkyl- substituted phenylisopropylamines is described. The synthesis comprises reducing the imines, formed by the reaction of appropriate phenylacetones with either (+)- or (-)-α-methylbenzylamine, by low-pressure reduction techniques, and subsequently subjecting the optically active N-(α-phenethyl)phenylisopropylamine derivative to hydrogenolysis. The hydrogenolysis products are characterized by enantiomeric purities in the range of 96 - 99%. Yields of products are approximately 60%.

专利号:US-4349687-A
优先权日:1980-01-14
标 题:Intermediate for synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: II IIa wherein R is a readily removable carboxyl protecting group.

专利号:US-4473502-A
优先权日:1981-04-08
标题 :Synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: wherein R is a readily removable carboxyl protecting group.