(Z,2S)-1-(4-methylphenyl)sulfanyl-4-phenylbut-3-en-2-ol | 1160482-50-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (Z,2S)-1-(4-methylphenyl)sulfanyl-4-phenylbut-3-en-2-ol
• CAS: 1160482-50-7
• 化学式: C₁₇H₁₈OS
• 分子量: 270.395
• InChiKey: ZMLGMDNTZDTLBH-YDZSZYSISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z,2S)-1-(4-methylphenyl)sulfanyl-4-phenylbut-3-en-2-ol 、 sodium [(benzyloxy)carbonyl]chloroamide 以 乙腈 为溶剂， 反应 3.0h， 以352 mg的产率得到benzyl N-[[(Z,2S)-2-hydroxy-4-phenylbut-3-enyl]-(4-methylphenyl)-lambda4-sulfanylidene]carbamate
  参考文献：
  名称：

  A Versatile Route to (E)- and (Z)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction

  摘要：

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.

  DOI：

  10.1021/jo900569z
• 作为产物：
  描述：

  (S)-4-phenyl-1-(p-tolylsulfenyl)-3-butyn-2-ol 在 sodium tetrahydroborate 、 nickel(II) acetate tetrahydrate 、 乙二胺 作用下， 以 乙醇 为溶剂， 以96%的产率得到(Z,2S)-1-(4-methylphenyl)sulfanyl-4-phenylbut-3-en-2-ol
  参考文献：
  名称：

  A Versatile Route to (E)- and (Z)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction

  摘要：

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.

  DOI：

  10.1021/jo900569z

文献信息

• A Versatile Route to (<i>E</i>)- and (<i>Z</i>)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction
  作者：Sadagopan Raghavan、Shaik Mustafa、B. Sridhar

  DOI：10.1021/jo900569z

  日期：2009.6.19

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.