(2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-yn-2-ol | 1160482-48-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-yn-2-ol
• CAS: 1160482-48-3
• 化学式: C₂₉H₃₄O₂SSi
• 分子量: 474.739
• InChiKey: SZSOGUJZEIXBOD-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-yn-2-ol 在 sodium tetrahydroborate 、 nickel(II) acetate tetrahydrate 、 乙二胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以94%的产率得到(Z,2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-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
• 作为产物：
  描述：

  (2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-chlorohex-3-yn-2-ol 、 4-甲苯硫酚 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 以86%的产率得到(2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-yn-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.