CAS: 56-54-2; (S)-(6-Methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-Vinylquinuclidin-2-yl)Methanol

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2-(Trimethylsilyl)Ethyl 6-Methoxy-4-((2R,3R)-3-(((3R,4S)-1-((2-(Trimethylsilyl)Ethoxy)Carbonyl)-3-Vinylpiperidin-4-yl)Methyl)Oxiran-2-yl)Quinoline-1(2H)-Carboxylate置于cesium Fluoride,氧气体系中,用 N,N-二甲基甲酰胺 作为反应溶剂,化学反应 19.25H,以78%的收率获得产物奎尼丁
参考文献:实用且高选择性的硫叶立德介导的不对称环氧化和氮丙啶使用廉价,易得的手性硫化物.在奎宁和奎尼丁合成中的应用
标题:实用且高选择性的硫叶立德介导的不对称环氧化和氮丙啶使用廉价,易得的手性硫化物.在奎宁和奎尼丁合成中的应用
摘要:用最容易获得的同手性分子之一(柠檬烯)加热一种最丰富的天然无机化学物质(元素硫),可以一步合成手性硫化物,该硫化物在硫叶立德介导的不对称环氧化和氮丙啶化反应中表现出出色的选择性.特别是苄基和烯丙基锍盐与芳香族和脂肪族醛的反应产生具有完美对映选择性和迄今为止报道的最高非对映选择性的环氧化物.此外,与亚胺的反应再次得到具有迄今为止报道的最高对映选择性和非对映选择性的氮丙啶.该反应是可扩展的,并且硫化物可以高产率地重新分离.
DOI:10.1021/ja9100276

专利信息

专利号:US-7323575-B2
优先权日:2003-04-09
标题:Process for the synthesis of (2S)-indoline-2-carboxylic acid
发明人：SOUVIE JEAN-CLAUDE; LECOUVE JEAN-PIERRE
权利人:SERVIER LAB
摘要:Process for the synthesis of (2S)-indoline-2-carboxylic acid of formula (I): n nApplication in the synthesis of perindopril and its pharmaceutically acceptable salts.

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-8476441-B2
优先权日:2009-01-29
标 题 :Intermediates in the enantioselective synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid
发明人：CONNON STEPHEN JOSEPH; PESCHIULLI ALDO; MARKEY LYN
权利人:CONNON STEPHEN JOSEPH; PESCHIULLI ALDO; MARKEY LYN; TRINITY COLLEGE DUBLIN
摘要:(S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.

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:US-2012177593-A1
优先权日:2009-07-20
标 题 :Synthesis of dendrimer conjugates
发明人：BAKER JR JAMES R; ZHANG YUEHUA; THOMAS THOMMEY P; DESAI ANKUR MAHESH
权利人:BAKER JR JAMES R; ZHANG YUEHUA; THOMAS THOMMEY P; DESAI ANKUR MAHESH; UNIV MICHIGAN
摘要:The present invention relates to novel methods of synthesis of therapeutic and diagnostic dendrimers. In particular, the present invention is directed to novel dendrimer conjugates, novel methods of synthesizing the same, compositions comprising the conjugates, as well as systems and methods utilizing the conjugates (e.g., in diagnostic and/or therapeutic settings (e.g., for the delivery of therapeutics, imaging, and/or targeting agents (e.g., in disease (e.g., cancer, inflammatory disease) diagnosis and/or therapy, pain therapy, etc.)). Accordingly, dendrimer conjugates of the present invention may further comprise at least two different components for targeting, imaging, sensing, and/or providing a therapeutic or diagnostic material and/or monitoring response to therapy. Furthermore, the novel synthesis methods of certain embodiments of the present invention provide significant advantages with regard to total reaction time and simplicity.