CAS: 14649-03-7; (S)-1-Phenylethylisocyanate

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33375-06-3 3173-56-6 3634-83-1

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CAS号2627-86-3 (S)-(-)-α-甲基苄胺 | CAS号503-38-8 氯甲酸三氯甲酯 | CAS号75-44-5 光气 | CAS号2627-86-3 (S)-(-)-α-甲基苄胺 | CAS号33290-12-9 (S)-1-苯基乙基氨基甲酸乙酯 | CAS号115914-08-4 (S)-()-N-烯丙基-α-甲基苄胺 | CAS号88235-78-3 5-hydroxyimino-... | CAS号88235-82-9 5-imino-3,4,4-t...

2-苯基丙酸置于羟胺,N,N-二异丙基乙胺,对硝基苯磺酰氯体系中,用 四氢呋喃,水,乙腈 用作溶剂,化学反应 17.0H,反应生成Alpha-甲基异氰酸苄酯
参考文献:N-甲基咪唑催化异羟肟酸通过洛森重排合成氨基甲酸酯
标题:N-甲基咪唑催化异羟肟酸通过洛森重排合成氨基甲酸酯
摘要:报道了一种有效的,一锅法,N-甲基咪唑 (Nmi) 通过 Lossen 重排加速合成芳香族和脂肪族氨基甲酸酯的方法.Nmi 是将异氰酸酯中间体转化为氨基甲酸酯的催化剂.此外,芳基磺酰氯与 Nmi 组合的效用最大限度地减少了在序列过程中经常观测到的异羟肟酸酯-异氰酸酯二聚体的形成.在目前的条件下,降低温度也是可能的,从而实现温和的协议.
Doi:10.1021/ol303424B

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-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-4201869-A
优先权日:1970-12-21
标 题:Intermediates for steroid total synthesis process utilizing asymmetric induction
发明人：COHEN NOAL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.

专利号:US-4092483-A
优先权日:1973-10-16
标题 :Intermediates for steroid total synthesis process utilizing asymmetric induction
发明人：COHEN NOAL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.

专利号:US-4102925-A
优先权日:1970-12-21
标题:Steroid total synthesis process utilizing asymmetric induction
发明人：COHEN NOAL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.