CAS: 485-65-4; (1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-yl)(Quinolin-4-yl)Methanol

相似化合物

485-64-3 5962-19-6 118-10-5

上下游产品

CAS号118-10-5 辛可宁 | CAS号491-35-0 4-甲基喹啉 | CAS号109922-57-8 4-喹啉乙酸 | CAS号19351-28-1 secologanin | CAS号109922-58-9 methyl (2S,3R,4... | CAS号109922-60-3 10,11-dihydro-1... | CAS号109922-59-0 (4S,5R)-methyl ... | CAS号109922-61-4 1-((3R,4S)-3-et... | CAS号73522-75-5 (9S)-10,11-氢化奎宁... | CAS号35167-97-6 (-)-Cincholoipo... | CAS号486-74-8 4-喹啉羧酸 | CAS号491-35-0 4-甲基喹啉 | CAS号612-11-3 3,4-二乙吡啶

📜辛可宁置于palladium 10% On Activated Carbon,氢气体系中,用 甲醇 作为反应溶剂,化学反应 10.0H,以92%的收率获得产物氢化辛可宁
参考文献:使用手性季铵盐通过相转移催化不对称直接 α-羟基化 β-氧代酯
标题:使用手性季铵盐通过相转移催化不对称直接 α-羟基化 β-氧代酯
摘要:β-氧代酯的第一个对映选择性直接α-羟基化是通过使用相转移催化开发的.1-茚满酮衍生的 1-金刚烷基 (1-Ad) β-氧代酯,在市售的过氧化氢枯基和基于辛可宁的铵盐的存在下,产生了相应的产物,产率 69-91%,产率 65-74% Ee.该反应也已成功地放大到克量,并且在不损失对映选择性的情况下获得了类似的产率.
DOI:10.1002/ejoc.201001175

专利信息

专利号:US-5840915-A
优先权日:1990-01-22
标题:Process for the enatioselective synthesis of intermediates used
发明人：LEE THOMAS BING KIN; WONG GEORGE SEUNG-KIT
权利人:HOECHST MARION ROUSSEL INC
摘要:A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.

专利号:US-9126995-B2
优先权日:2011-11-08
标题:Method for catalytic asymmetric synthesis of optically active isoxazoline compound and optically active isoxazoline compound
发明人：TOYAMA KEN-ICHI; MORIYAMA YUJI; MATOBA KAZUTAKA; YAOSAKA MANABU; IKEDA EITATSU
权利人:NISSAN CHEMICAL IND LTD
摘要:There is provided a method for catalytic asymmetric synthesis of optically active isoxazoline compound and an optically active isoxazoline compound. A method for catalytic asymmetric synthesis of optically active isoxazoline compound of a formula (6) including reacting an α,β-unsaturated carbonyl compound of a formula (1) and a hydroxylamine in a solvent in the presence of a base by adding a chiral phase transfer catalyst. An optically active isoxazoline compound of a formula (13) that can be synthesized by the method.

专利号:US-5274117-A
优先权日:1990-01-22
标 题:Process for the enantioselective synthesis of intermediates used in the preparation of physostigmine
发明人：LEE THOMAS BING KIN DR; WONG GEORGE S K
权利人:HOECHST ROUSSEL PHARMA
摘要:A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.

专利号:EP-0438796-B1
优先权日:1990-01-22
标题:Process for the enantioselection synthesis of alkylated oxindoles used as intermediates in the preparation of physostigmine
发明人：LEE THOMAS BING KIN DR; WONG GEORGE S K
权利人:HOECHST MARION ROUSSEL INC
摘要:A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.

专利号:US-5521320-A
优先权日:1990-01-22
标 题:Process for the enantioselective synthesis of intermediates used in the preparation of physostigmine
发明人：LEE THOMAS BING KIN DR; WONG GEORGE S K
权利人:HOECHST ROUSSEL PHARMA
摘要:This invention relates to a process of obtaining optically pure enantiomers of an alkylated oxindole selected from ##STR1## where R is methyl, ethyl or benzyl.

专利号:EP-0700381-A4
优先权日:1993-05-27
标题:METHOD FOR THE ENANTIOSELECTIVE SYNTHESIS OF INTERMEDIATES USED IN THE PRODUCTION OF PHYSOSTIGMINE