(1R,2S,3R)-1-(benzyloxy)-1-cyclohexyl-2-hydroxy-4-((trimethylsilyl)methyl)pent-4-en-3-yl diisopropylcarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2S,3R)-1-(benzyloxy)-1-cyclohexyl-2-hydroxy-4-((trimethylsilyl)methyl)pent-4-en-3-yl diisopropylcarbamate
• 英文别名: [(3R,4S,5R)-5-cyclohexyl-4-hydroxy-5-phenylmethoxy-2-(trimethylsilylmethyl)pent-1-en-3-yl] N,N-di(propan-2-yl)carbamate
• 化学式: C₂₉H₄₉NO₄Si
• 分子量: 503.798
• InChiKey: FNKUFKBUARIMKC-JCYYIGJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.03
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-(-)-六氢扁桃酸 在 氯化亚砜 、 三氟甲磺酸 、 四氯化锡 、 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 17.5h， 生成 (1R,2S,3R)-1-(benzyloxy)-1-cyclohexyl-2-hydroxy-4-((trimethylsilyl)methyl)pent-4-en-3-yl diisopropylcarbamate
  参考文献：
  名称：

  Stereoselective synthesis of functionalised triol units by SnCl4 promoted allylation of α-benzyloxyaldehydes: crucial role of the stoichiometry of the Lewis acid

  摘要：

  Enantiomerically pure syn-anti and syn-syn configured triol units are efficiently synthesized by the SnCl4 mediated allylation of chiral alpha-benzyloxyaldehydes with the uniquely functionalised allylstannane 9. Remarkably, the stereochemistry of the adducts is solely governed by the amount of Lewis acid employed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.084

文献信息

• Stereoselective synthesis of functionalised triol units by SnCl4 promoted allylation of α-benzyloxyaldehydes: crucial role of the stoichiometry of the Lewis acid
  作者：Christophe Dubost、Bernard Leroy、Istvan E. Markó、Bernard Tinant、Jean-Paul Declercq、Justin Bryans

  DOI：10.1016/j.tet.2004.06.084

  日期：2004.8

  Enantiomerically pure syn-anti and syn-syn configured triol units are efficiently synthesized by the SnCl4 mediated allylation of chiral alpha-benzyloxyaldehydes with the uniquely functionalised allylstannane 9. Remarkably, the stereochemistry of the adducts is solely governed by the amount of Lewis acid employed. (C) 2004 Elsevier Ltd. All rights reserved.