methyl (2S)-1-diphenylphosphinothioylpyrrolidine-2-carboxylate | 282088-13-5

• 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: methyl (2S)-1-diphenylphosphinothioylpyrrolidine-2-carboxylate
• CAS: 282088-13-5
• 化学式: C₁₈H₂₀NO₂PS
• 分子量: 345.402
• InChiKey: MVNWJUPKEGIZQU-KRWDZBQOSA-N

物化性质

• 沸点：
  460.3±55.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2S)-1-diphenylphosphinothioylpyrrolidine-2-carboxylate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到(2S)-1-diphenylphosphinothioylpyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Two-fold amino acid-based chiral aminophosphine–oxazolines and use in asymmetric allylic alkylation

  摘要：

  Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers la and 2a are providing the highest enantio selectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01561-2
• 作为产物：
  描述：

  L-脯氨酸甲酯 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 13.0h， 生成 methyl (2S)-1-diphenylphosphinothioylpyrrolidine-2-carboxylate
  参考文献：
  名称：

  Two-fold amino acid-based chiral aminophosphine–oxazolines and use in asymmetric allylic alkylation

  摘要：

  Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers la and 2a are providing the highest enantio selectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01561-2

文献信息

• Two-fold amino acid-based chiral aminophosphine–oxazolines and use in asymmetric allylic alkylation
  作者：Catherine Blanc、Jérôme Hannedouche、Francine Agbossou-Niedercorn

  DOI：10.1016/s0040-4039(03)01561-2

  日期：2003.8

  Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers la and 2a are providing the highest enantio selectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate. (C) 2003 Elsevier Ltd. All rights reserved.