CAS: 14441-08-8; (S)-3-(((Benzyloxy)Carbonyl)Amino)-3-Phenylpropanoic Acid

该化合物是一种手性氨酸衍生物,具有特定的立体化学和功能组的特点,该化合物的特点是一个氨基组(-NH2),一个箱状酸组(-COOH)和一个附属于一个三碳脊柱的联苯组,这增加了其结构复杂性."N-Z"名称表明,氨基组受到保护,主要是由Z(苯氧碳基)组保护,该组通常用于丙基合成,以防止不想要的反应.该苯组的存在加强了其水分恐特性,影响其溶性以及与生物系统的互动.该化合物对药物开发的潜在应用和作为更复杂的分子的建筑块,具有兴趣.该化合物在生物环境中具有重要的气质性,因为(S)组合可能显示与其(R)对口的(B)生物活动不同.

英文名称(S)-3-(((Benzyloxy)Carbonyl)Amino)-3-Phenylpropanoic Acid
中文名称(S)-3-(((苄氧基)羰基)氨基)-3-苯基丙酸
IUPAC名称(S)-3-(((benzyloxy)carbonyl)amino)-3-phenylpropanoic acid
其它别名(S)-N-Z-3-Amino 3-Phenylpropionic Acid; (S)N-Z-3-Amini 3-Phenylpropionic Acid; (3S)-N-(Benzyloxycarbonyl)-3-Amino-3-Phenylpropanoic Acid; (3S)-3-Phenyl-3-(Phenylmethoxycarbonylamino)Propanoic Acid; (S)-Cbz-Beta-3-Phenylalanine; Benzenepropanoic Acid, β-[[(Phenylmethoxy)Carbonyl]Amino]-, (βs)-; (S)-Cbz-β3-Phenylalanine
CAS编号14441-08-8
MFCD编号:MFCD06223333
分子式:C17H17NO4分子量:299.33
产品CID: 677630
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: POJLWVWXBAHGGO-HNNXBMFYSA-N
InChI=1S/C17H17NO4/c19-16(20)11-15(14-9-5-2-6-10-14)18-17(21)22-12-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m0/s1
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数6.0

相似化合物

103365-47-5 161024-80-2 209252-15-3

MSDS等安全信息

上下游产品

(S)-3-amino-3-phenylpropanoic acid benzyl chloroformate (S)-(-)-β-Phenyl-β-alanine hydr°Chloride tert-butyl (3S)-N-(benzyloxycarbonyl)-3-amino-3-phenylpropanoate Benzyloxycarbonyl-L-β-amino-β-phenyl-propionyl-L-α-amino-buttersaeuremethylester tert-butyl (3S)-N-(benzyloxycarbonyl)-3-amino-3-phenylpropanoate (S)-methyl 2-((S)-3-(benzyloxycarbonylamino)-3-phenylpropanamido)-5-(1,3-dioxolan-2-yl)pentanoate (S)-3-amino-3-phenylpropionic acid tert-butyl ester

合成工艺路线路线简述

📜(S)-4-Benzyl-3-Phenylacetyl-2-Oxazolidinone置于lithium Hydroxide,二甲基硫,二苯基磷酸,双氧水,Sodium Hexamethyldisilazane,三乙胺体系中,用四氢呋喃,二氯甲烷,水,甲苯,三氟乙酸用作溶剂,化学反应 13.0H,反应生成(3S)-3-{[(苄氧基)羰基]氨基}-3-苯丙酸
参考文献:A General Method For The Synthesis Of Enantiomerically Pure β-Substituted,β-Amino Acids Through α-Substituted Succinic Acid Derivatives
标题:A General Method For The Synthesis Of Enantiomerically Pure β-Substituted,β-Amino Acids Through α-Substituted Succinic Acid Derivatives
摘要:A General Procedure For The Synthesis Of Enantiopure Beta-Substituted,Beta-Amino Acids Is Presented. Alkylation Of The Sodium Enolates Derived From Chiral N-Acyloxazolidinone Imides 2 (R = Me,I-Pr,T-Bu,Ph,Bn) With Tert-Butyl Bromoacetate Afforded The 2-Substituted Succinate Derivatives 3 In Good Yields (82-89%) And With High Selectivity (Greater Than Or Equal To 93:7). Following Hydrolysis,Curtius Rearrangement Of The Resulting Carboxylic Acid Provided The Enantiopure Benzyloxycarbonyl (Cbz)-Protected Beta-Amino Esters 6 In Good Yields (74-79%).
Doi:10.1021/jo990756K