(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde | 179949-36-1

• 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: (2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde
• CAS: 179949-36-1
• 化学式: C₂₆H₃₄O₄Si
• 分子量: 438.639
• InChiKey: JKGCUSLPCJRBQD-LJCOXQHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.36
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  醋酸叔丁酯 、 (2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde 在 lithium diisopropyl amide 作用下， 生成 、
  参考文献：
  名称：

  Enhanced diastereoselectivity in the addition of ester enolate to optically active α,β-epoxyaldehydes obtained from nerol and geraniol

  摘要：

  Optically active alpha,beta-epoxyaldehydes obtained from nerol and geraniol were allowed to react with lithium tert-butylacetate. The diastereofacial preference of the aldolisation reaction was always anti (''Si''face attack of the carbonyl). The best diastereoselectivity ever observed in these series (>99 : <1 anti : syn) was obtained for the alpha,beta-epoxyneral aldolisation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00453-x
• 作为产物：
  描述：

  ((2S,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxiranyl)-methanol 在 三氧化硫吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 1.0h， 以76%的产率得到(2R,3R)-3-{2-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-oxiranyl]-ethyl}-3-methyl-oxirane-2-carbaldehyde
  参考文献：
  名称：

  Enhanced diastereoselectivity in the addition of ester enolate to optically active α,β-epoxyaldehydes obtained from nerol and geraniol

  摘要：

  Optically active alpha,beta-epoxyaldehydes obtained from nerol and geraniol were allowed to react with lithium tert-butylacetate. The diastereofacial preference of the aldolisation reaction was always anti (''Si''face attack of the carbonyl). The best diastereoselectivity ever observed in these series (>99 : <1 anti : syn) was obtained for the alpha,beta-epoxyneral aldolisation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00453-x