(R)-3-Amino-3-phenyl-heptanoic acid | 131154-28-4

• 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)-3-Amino-3-phenyl-heptanoic acid
• 英文别名: (3R)-3-amino-3-phenylheptanoic acid
• CAS: 131154-28-4
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: TXISEKGSYVFIEQ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-3-Acetylamino-3-phenyl-heptanoic acid 在 盐酸 、 Rexyn-101(⁺) 作用下， 生成 (R)-3-Amino-3-phenyl-heptanoic acid
  参考文献：
  名称：

  Stereoselective addition reactions of chiral N-benzylidene-p-toluenesulfinamides. Asymmetric syntheses of .beta.- and .gamma.-amino acids

  摘要：

  Chiral N-benzylidene-p-toluenesulfinamides 2 were prepared by the reaction of benzonitrile with alkyllithium in ether followed by (-)-l-menthyl (S)-p-tolylsulfinate. Treatment of 2 with allylmagnesium bromide in ether at 0-degrees-C gave the adducts (R)-7 with excellent stereoselectivity. Pure chiral sulfinamides 7 were converted into chiral beta- and gamma-amino acids in four and five steps, respectively.

  DOI：

  10.1021/jo00001a003

文献信息

• Stereoselective addition reactions of chiral N-benzylidene-p-toluenesulfinamides. Asymmetric syntheses of .beta.- and .gamma.-amino acids
  作者：Duy H. Hua、Shou Wu Miao、Jin Shan Chen、Sadahiko Iguchi

  DOI：10.1021/jo00001a003

  日期：1991.1

  Chiral N-benzylidene-p-toluenesulfinamides 2 were prepared by the reaction of benzonitrile with alkyllithium in ether followed by (-)-l-menthyl (S)-p-tolylsulfinate. Treatment of 2 with allylmagnesium bromide in ether at 0-degrees-C gave the adducts (R)-7 with excellent stereoselectivity. Pure chiral sulfinamides 7 were converted into chiral beta- and gamma-amino acids in four and five steps, respectively.