CAS: 949890-75-9; (S)-3-((((Benzyloxy)Carbonyl)Amino)Methyl)-5-Methylhexanoic Acid

英文名称(S)-3-((((Benzyloxy)Carbonyl)Amino)Methyl)-5-Methylhexanoic Acid
中文名称普瑞巴林杂质50
IUPAC名称(S)-3-((((Benzyloxy)carbonyl)amino)methyl)-5-methylhexanoic acid
其它别名Pregabalin Impurity 99; Hexanoic Acid, 5-Methyl-3-[[[(Phenylmethoxy)Carbonyl]Amino]Methyl]-, (3S)-; (S)-3-((((Benzyloxy)Carbonyl)Amino)Methyl)-5-Methylhexanoic Acid (Pregabalin Impurity）; (S)-3-(Cbz-Aminomethyl)-5-Methylhexanoic Acid
CAS编号949890-75-9
分子式:C16H23NO4分子量:293.36
产品CID: 2002236
产品分类分析化学 → 标准品 → 药典标准品和杂质标准品

相似结构搜索
InChIKey: JJALVQQKHMZVLW-AWEZNQCLSA-N
InChI=1S/C16H23NO4/c1-12(2)8-14(9-15(18)19)10-17-16(20)21-11-13-6-4-3-5-7-13/h3-7,12,14H,8-11H2,1-2H3,(H,17,20)(H,18,19)/t14-/m0/s1
计算化学: 氢键受体数4.0氢键供体数2.0可旋转键数9.0

MSDS等安全信息

上下游产品

(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid 3-phenyl-allyl ester (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester 3-isobutylglutaric anhydride (R)-3-(2-(benzylthio)-2-oxoethyl)-5-methylhexanoic acid pregabilin

合成工艺路线路线简述

📜(-)-(S)-3-(Benzyloxycarbonylamino-Methyl)-5-Methyl-Hexanoic Acid 3-Phenyl-Allyl Ester置于palladium Diacetate 吗啉,三苯基膦体系中,用乙醇作为反应溶剂,化学反应 3.0H,以12.7 G的收率获得产物普瑞巴林杂质50
参考文献:An Efficient Synthesis Of (S)-3-Aminomethyl-5-Methylhexanoic Acid (Pregabalin) Via Quinine-Mediated Desymmetrization Of Cyclic Anhydride
标题:An Efficient Synthesis Of (S)-3-Aminomethyl-5-Methylhexanoic Acid (Pregabalin) Via Quinine-Mediated Desymmetrization Of Cyclic Anhydride
摘要:A Highly Enantioselective Synthesis Of (S)-3-Aminomethyl-5-Methylhexanoic Acid 1 (Pregabalin) Is Reported. The Key Step Of The Synthesis Is A Quinine-Mediated Ring Opening Of 3-Isobutylglutaric Anhydride With Cinnarryl Alcohol. A Curtius Rearrangement And Subsequent Deprotection Provides 1 In High Yield And Excellent Enantiomeric Excess. (C) 2007 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Tetasy.2007.06.014