tert-Butyl-dimethyl-((S)-(S)-2-oxiranyl-but-3-enyloxy)-silane | 276879-10-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-Butyl-dimethyl-((S)-(S)-2-oxiranyl-but-3-enyloxy)-silane
• 英文别名: tert-butyl-dimethyl-[(2S)-2-[(2S)-oxiran-2-yl]but-3-enoxy]silane
• CAS: 276879-10-8
• 化学式: C₁₂H₂₄O₂Si
• 分子量: 228.407
• InChiKey: RZDVXUJIACNLKT-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-Butyl-dimethyl-((S)-(S)-2-oxiranyl-but-3-enyloxy)-silane 在 咪唑 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-hex-5-enenitrile
  参考文献：
  名称：

  Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: synthesis and its highly stereoselective reaction with RCu(CN)Li

  摘要：

  Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2cyclohexenone (2) has been synthesized in 25% overall yield starting from easily available 1,4-bis(benzyloxy)-2,3-epoxy butane (3). The enone 2 reacts with excellent stereoselectivity with RCu(CN)Li thus working as an efficient chiral building block for preparation of substituted cyclohexane compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00239-2
• 作为产物：
  描述：

  (2S,3S)-1-Benzyloxy-3-benzyloxymethyl-pent-4-en-2-ol 在 4-甲基苯磺酸吡啶 咪唑 、 原乙酸三甲酯 、 氨 、 lithium 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-Butyl-dimethyl-((S)-(S)-2-oxiranyl-but-3-enyloxy)-silane
  参考文献：
  名称：

  Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: synthesis and its highly stereoselective reaction with RCu(CN)Li

  摘要：

  Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2cyclohexenone (2) has been synthesized in 25% overall yield starting from easily available 1,4-bis(benzyloxy)-2,3-epoxy butane (3). The enone 2 reacts with excellent stereoselectivity with RCu(CN)Li thus working as an efficient chiral building block for preparation of substituted cyclohexane compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00239-2

文献信息

• Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: synthesis and its highly stereoselective reaction with RCu(CN)Li
  作者：Takeshi Hanazawa、Masakazu Koiwa、Georges P.-J. Hareau、Fumie Sato

  DOI：10.1016/s0040-4039(00)00239-2

  日期：2000.4

  Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2cyclohexenone (2) has been synthesized in 25% overall yield starting from easily available 1,4-bis(benzyloxy)-2,3-epoxy butane (3). The enone 2 reacts with excellent stereoselectivity with RCu(CN)Li thus working as an efficient chiral building block for preparation of substituted cyclohexane compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.