CAS: 103201-78-1; (2S,4S)-4-Cyclohexylpyrrolidine-2-Carboxylic Acid

该化合物是一种手性丙烯二醇衍生物,在4号站点有环己醚替代物,在2号站点有箱式酸组,其立体化学定义(2S,4S)使其成为非对称合成和制药研究中有价值的建筑块.硬环己烷组可增强相容性稳定性,而箱式酸功能允许进一步衍生.这一化合物特别有助于培养催化作用的催化器,酶抑制剂和手性叶.其高纯度和定义精良的立体化学学确保合成应用的再生性.适合用于药用化学和生物活分子合成的中间体.

英文名称(2S,4S)-4-Cyclohexylpyrrolidine-2-Carboxylic Acid
中文名称(2S,4S)-4-环己基吡咯烷-2-羧酸
IUPAC名称(2S,4S)-4-cyclohexylpyrrolidine-2-carboxylic acid
其它别名(2S,4S)-4-环己基吡咯烷-2-羧酸; 反-4-环己基-L-脯氨酸; Trans-4-Cyclohexyl-L-Proline
CAS编号103201-78-1
MFCD编号:MFCD08061929
EINECS号:600-406-3
分子式:C11H19NO2
分子量:197.278
产品CID: 65778
产品分类有机原料→分子砌块→手性化合物→手性砌块

相似结构搜索
InChIKey: XRZWVSXEDRYQGC-ZJUUUORDSA-N
InChI=1S/C11H19NO2/c13-11(14)10-6-9(7-12-10)8-4-2-1-3-5-8/h8-10,12H,1-7H2,(H,13,14)/t9-,10+/m1/s1…
计算化学: 氢键受体数2.0氢键供体数2.0可旋转键数2.0

相似化合物

90657-55-9 1219214-76-2 785001-74-3

MSDS等安全信息

GHS象形图
GHS符号GHS08 & GHS07;
注释: Health hazard & Exclamation mark
危险类别生殖毒性类别2
急性毒性类别4(经口)
皮肤致敏类别1
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H361 |怀疑对生育能力或胎儿造成损害.
H302 |吞咽有害.
H317 |可能引起皮肤过敏反应.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
危险品标志Xi
安全声明H303+H313+H333

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

N-Benzyl-L-Pyroglutamic Acid置于palladium On Activated Charcoal 劳森试剂,正丁基锂,水,氢气,镍,三乙胺,六甲基二硅氮烷体系中,用四氢呋喃,乙醇,乙酸乙酯,甲苯用作溶剂,-10.0~100.0 °C,2.03 Mpa 条件下,反应 21.5H,反应生成反式-4-环己基-L-脯氨酸
参考文献:A Convenient Method For Synthesis Of Trans-4-Cyclohexyl-L-Proline
标题:A Convenient Method For Synthesis Of Trans-4-Cyclohexyl-L-Proline
摘要:A Convenient Rnethod For The Synthesis Of The Fosinopril Precursor,Trans-4-Cyclohexyl-L-Proline 1. Has Been Developed. A Highly Stereoselective Alkylation Of N-Benzyl-Pyroglutamic Acid 2 With 3-Bromocyclohexene At-10Degreesc And Subsequent Hydrogenolysis Afforded The Trans-4-Cyclohexyl-L-Pyroglutamic Acid 4. The Esterified 4 Was Sulfurized With Lawesson'S Reagent,Desulfurized With Raney-Ni And Hydrogenolytic Cleavage Of The Benzyl Protecting Groups To Afford 1 With 93% E.E. (C) 2002 Elsevier Science Ltd. All Rights Reserved.
Doi:10.1016/s0957-4166(02)00052-6

海关参考信息

2905130000-正丁醇
2905399099-其他二元醇
2905499000-其他多元醇
2905590090-其他无环醇的卤化、磺化等衍生物
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-7078532-B2
优先权日:2001-04-30
标题:Process for manufacture of fosinopril sodium
发明人：DUBEY SUSHIL KUMAR; LAHIRI SASWATA; SINGH ANIL VIR
权利人:LUPIN LAB LTD
摘要:The present invention discloses a process for the synthesis of fosinopril as a single desired isomer of high purity in two steps comprising of (a) preparation of fosinopril as a mixture of four diastereomers and (b) separation of the desired isomer from the mixture through formation of alkali metal salts followed by crystallisation.

专利号:RU-2044740-C1
优先权日:1990-01-19
标题 :Method of synthesis of diastereoisomeric pair of phosphinylacetic acid

专利号:US-2010297711-A1
优先权日:2009-05-25
标题 :Process for the synthesis of fosinopril and intermediates thereof