(R)-{[(S)-1-(Diphenyl-phosphinothioyl)-pyrrolidine-2-carbonyl]-amino}-phenyl-acetic acid methyl ester | 444901-96-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-{[(S)-1-(Diphenyl-phosphinothioyl)-pyrrolidine-2-carbonyl]-amino}-phenyl-acetic acid methyl ester
• 英文别名: [(2S)-2-[[(1R)-2-methoxy-2-oxo-1-phenylethyl]carbamoyl]pyrrolidin-1-yl]-diphenyl-sulfidophosphanium
• CAS: 444901-96-6
• 化学式: C₂₆H₂₇N₂O₃PS
• 分子量: 478.552
• InChiKey: JGLKMXQWLFDCBU-BJKOFHAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  59.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-{[(S)-1-(Diphenyl-phosphinothioyl)-pyrrolidine-2-carbonyl]-amino}-phenyl-acetic acid methyl ester 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-1-(Diphenyl-phosphinothioyl)-pyrrolidine-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide
  参考文献：
  名称：

  Facile synthesis of proline based phosphineoxazoline ligands by formation of a PN bond

  摘要：

  A series of new P-N ligands in which the phosphorus moiety is introduced by Formation of a phosphorus-heteroatom bond are synthesized. These ligands are based on proline with chiral centers from both proline and an oxazoline. The two chiral centers are responsible for the observed stereoselectivity. Palladium complexes of these ligands are shown to be effective in the allylation of dimethyl malonate as well as amination of allyl acetates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00346-5
• 作为产物：
  描述：

  L-脯氨酸苄酯 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 lithium iodide 作用下， 以 吡啶 、 二氯甲烷 、 甲苯 为溶剂， 生成 (R)-{[(S)-1-(Diphenyl-phosphinothioyl)-pyrrolidine-2-carbonyl]-amino}-phenyl-acetic acid methyl ester
  参考文献：
  名称：

  Facile synthesis of proline based phosphineoxazoline ligands by formation of a PN bond

  摘要：

  A series of new P-N ligands in which the phosphorus moiety is introduced by Formation of a phosphorus-heteroatom bond are synthesized. These ligands are based on proline with chiral centers from both proline and an oxazoline. The two chiral centers are responsible for the observed stereoselectivity. Palladium complexes of these ligands are shown to be effective in the allylation of dimethyl malonate as well as amination of allyl acetates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00346-5

文献信息

• Facile synthesis of proline based phosphineoxazoline ligands by formation of a PN bond
  作者：Guopin Xu、Scott R Gilbertson

  DOI：10.1016/s0040-4039(02)00346-5

  日期：2002.4

  A series of new P-N ligands in which the phosphorus moiety is introduced by Formation of a phosphorus-heteroatom bond are synthesized. These ligands are based on proline with chiral centers from both proline and an oxazoline. The two chiral centers are responsible for the observed stereoselectivity. Palladium complexes of these ligands are shown to be effective in the allylation of dimethyl malonate as well as amination of allyl acetates. (C) 2002 Elsevier Science Ltd. All rights reserved.