(S)-2-(Diphenyl-phosphinothioyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid | 608533-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (S)-2-(Diphenyl-phosphinothioyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid
• CAS: 608533-85-3
• 化学式: C₂₂H₂₀NO₂PS
• 分子量: 393.446
• InChiKey: SFINRHJWKUFOAZ-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(Diphenyl-phosphinothioyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid 在 镍 4-二甲氨基吡啶 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 (R)-2-((S)-2-(Diphenylphosphanyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-4-isopropyl-4,5-dihydrooxazole
  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：

  (S)-2-Diphenylphosphanyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 lithium hydroxide 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 25.0h， 生成 (S)-2-(Diphenyl-phosphinothioyl)-1,2,3,4-tetrahydro-isoquinoline-3-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