Z-(2RS,3R)-Ph-Ise

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: Z-(2RS,3R)-Ph-Ise
• 英文别名: (3R)-2-hydroxy-3-phenyl-3-(phenylmethoxycarbonylamino)propanoic acid
• 化学式: C₁₇H₁₇NO₅
• 分子量: 315.326
• InChiKey: ABMWXVIQDORZGH-GICMACPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-亮氨酸苄基酯 、 Z-(2RS,3R)-Ph-Ise 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 生成 Z-(2RS,3R)-Ph-Ile-(S)-Leu-OBzl
  参考文献：
  名称：

  FR2318863

  摘要：

  公开号：
• 作为产物：
  描述：

  ((R)-2-Cyano-2-hydroxy-1-phenyl-ethyl)-carbamic acid benzyl ester 在 盐酸 作用下， 生成 Z-(2RS,3R)-Ph-Ise
  参考文献：
  名称：

  FR2318863

  摘要：

  公开号：

文献信息

• Chiral resolution method for producing compounds useful in the synthesis of taxanes
  申请人：——

  公开号：US20030045743A1

  公开（公告）日：2003-03-06

  A method is provided for processing a solution having optical isomers to obtain a (2R,3S) target isomer: 1 wherein P 1 is H or a hydroxyl protecting group, R 1 is H, an alkyl group, an olefinic group or an aromatic group, and R 2 is H or R 3 CO, where R 3 is an alkyl group, an olefinic group, an aromatic group, an O-alkyl group, an O-olefinic group or an O-aromatic group, provided that R 1 is not H when R 3 is Ph and P 1 is H. The method includes passing the solution through a chromatographic stationary phase, such as S,S Whelk-O, that has a greater affinity for one of the target isomer and an optical isomer thereof. A portion of the solution with the target isomer is then collected. The solution may be a racemic mixture of (±)-N-CBZ-3-phenylisoserine ethyl ester.

  提供了一种处理具有光学异构体的溶液以获得（2R，3S）目标异构体的方法：其中P1为H或羟基保护基，R1为H，烷基，烯丙基或芳基，R2为H或R3CO，其中R3为烷基，烯丙基，芳基，O-烷基，O-烯丙基或O-芳基，前提是当R3为Ph且P1为H时，R1不是H。该方法包括通过具有更大亲和力的色谱固定相（例如S，S Whelk-O）通过溶液，其中具有目标异构体和其光学异构体之一的亲和力更大。然后收集具有目标异构体的溶液的一部分。溶液可以是（±）-N-CBZ-3-苯基异丝氨酸乙酯的混合物。
• Synthesis and structure-activity relations of bestatin analogs, inhibitors of aminopeptidase B
  作者：Rinzo Nishizawa、Tetsushi Saino、Tomohisa Takita、Hiroyuki Suda、Takaaki Aoyagi、Hamao Umezawa

  DOI：10.1021/jm00214a010

  日期：1977.4

  Stereoisomers and analogues of bestatin, [(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine, were synthesized and tested for aminopeptidase B and leucine aminopeptidase inhibiting activity. Among the eight stereoisomers, the 2S stereoisomers exhibited strong activity. In a series of compounds in which the L-leucine residue of bestatin was substituted with other amino acids, only the one containing isoleucine showed more activity than bestatin. Norleucine, norvaline, methionine, valine, serine, glutamine, phenylalanine, glutamic acid, proline, and lysine analogues gave, in that order, decreasing activity. Alkyl and phenyl sub stitution for the benzyl group of bestatin decreased the activity markedly. p-Methyl-, p-chloro-, and p-nitrobestatins showed greater activity than bestatin.
• METHOD FOR PACLITAXEL SYNTHESIS
  申请人：NAPRO BIOTHERAPEUTICS, INC.

  公开号：EP0935596A1

  公开（公告）日：1999-08-18
• EP0935596A4
  申请人：——

  公开号：EP0935596A4

  公开（公告）日：1999-10-27
• C-7 METAL ALKOXIDES OF BACCATIN III
  申请人：NAPRO BIOTHERAPEUTICS, INC.

  公开号：EP1155008A1

  公开（公告）日：2001-11-21