Acetic acid (S)-2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-1-phenyl-ethyl ester | 469874-41-7

• 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: Acetic acid (S)-2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-1-phenyl-ethyl ester
• CAS: 469874-41-7
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: PHWKIUPKSRNHJC-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-1-phenyl-ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以98%的产率得到1-phenyl-2-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethanol
  参考文献：
  名称：

  Synthesis of chiral non-racemic 1,2-diamines from O-acetyl mandelic acid: application in enantioselective deprotonation of epoxides and diethylzinc addition to aldehydes

  摘要：

  A variety of 1,2-diamines were synthesized from readily available O-acetyl mandelic acid. These diamines were used in the synthesis of key intermediates for the preparation of (-)-utenone A and carbovir involving enantioselective deprotonation of epoxides, The addition of Et2Zn catalysed by some of these diamines was also studied and although ees were not high, some interesting observations were made in the outcome of the stereochemistry of the product. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00376-9
• 作为产物：
  描述：

  (S)-(+)-扁桃酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 copper dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 Acetic acid (S)-2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-1-phenyl-ethyl ester
  参考文献：
  名称：

  Synthesis of chiral non-racemic 1,2-diamines from O-acetyl mandelic acid: application in enantioselective deprotonation of epoxides and diethylzinc addition to aldehydes

  摘要：

  A variety of 1,2-diamines were synthesized from readily available O-acetyl mandelic acid. These diamines were used in the synthesis of key intermediates for the preparation of (-)-utenone A and carbovir involving enantioselective deprotonation of epoxides, The addition of Et2Zn catalysed by some of these diamines was also studied and although ees were not high, some interesting observations were made in the outcome of the stereochemistry of the product. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00376-9