CAS: 118-10-5; Cinchonine

相似化合物

485-71-2 524-63-0 485-64-3

上下游产品

CAS号560119-43-9 methanesulfonic... | CAS号189309-24-8 O-tosylcinchonine | CAS号118-10-5 辛可宁 | CAS号71-41-0 正戊醇 | CAS号32644-15-8 2-溴丙酸 | CAS号10009-70-8 (R)-(+)-2-溴丙酸 | CAS号536-78-7 3-乙基吡啶 | CAS号1007128-30-4 (1S)-quinolin-4... | CAS号324757-50-8 R-氯吡格雷羧酸 | CAS号490-11-9 吡啶-3,4-二羧酸 | CAS号485-65-4 氢化辛可宁 | CAS号95088-20-3 N-(4-三氟甲基苄基)辛基溴化铵 | CAS号118-10-5 辛可宁 | CAS号485-71-2 辛可尼定

(9S)-Cinchonan-9-Ol-1-Oxide置于三氯硅烷体系中,用 二氯甲烷,N,N-二甲基甲酰胺 用作溶剂,化学反应 16.0H,反应生成辛可宁
参考文献:再论还原胺化:二甲基甲酰胺催化三氯硅烷还原醛亚胺--官能团的耐受性,范围和限制
标题:再论还原胺化:二甲基甲酰胺催化三氯硅烷还原醛亚胺--官能团的耐受性,范围和限制
摘要:在二甲基甲酰胺 (Dmf) 作为有机催化剂 (<=10 Mol%) 的甲苯或ch 2 Cl 2在室温下.还原耐受酮羰基,酯,酰胺,腈,砜,磺酰胺,No 2,Sf 5和cf 3基团,硼酸酯,叠氮化物,氧化膦,C=c和c≡c键和二茂铁核,但亚砜和ñ-Oxides降低.α,β-不饱和醛亚胺仅进行 1,2-还原,使 C=c 键保持完整.ñ-伯胺的单烷基化以 1:1 的醛与胺的比例实现,而过量的醛 (>=2:1) 允许第二次烷基化,产生叔胺.α-氨基酸的还原性n-烷基化在没有外消旋作用的情况下进行;所得产物含有 C≡c 键或 N 3基团,适用于点击化学.因此,该反应在效率和化学选择性方面优于传统方法(硼氢化物还原或催化氢化).一些反应伙伴的溶解度似乎是唯一的限制.使用 Nahco 3水溶液(即 Nacl 和二氧化硅)后处理产生的副产物对环境无害.作为一种更环保的替代品,Dma 可以代替 Dmf 用作催化剂.
Doi:10.1021/acs.Joc.1C01561

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-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-5554753-A
优先权日:1993-08-25
标 题:Catalytic enantioselective synthesis of α-amino acid derivatives by phase-transfer catalysis
发明人：O'DONNELL MARTIN J; WU SHENGDE; ESIKOVA IRENA; MI AIQIAO
权利人:INDIANA UNIVERSITY FOUNDATION
摘要:Described are improved processes for the enantioselective synthesis of α-amino acids which involve combinations of solvents, highly-mixed and low-temperature reaction conditions, and novel catalysts. Also described are novel catalysts and precursors to α-amino acid derivatives.