[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde | 187334-62-9

• 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: [(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde
• CAS: 187334-62-9
• 化学式: C₂₃H₃₀O₄Si
• 分子量: 398.574
• InChiKey: SFKYCIMHKOOPGC-IERKJGKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde 在 吡啶 、 咪唑 、 sodium tetrahydroborate 、 碘 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 (2R,4R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-6-(2-iodo-ethyl)-tetrahydro-pyran
  参考文献：
  名称：

  Asymmetric synthesis of the δ-lactone moiety in mevinic acid derivatives using an enzymatic procedure

  摘要：

  Asymmetric induction into meso-1,3-diacetoxy-5-cycloheptene 4 by PFL-catalyzed hydrolysis afforded monoacetate (1S,3R)-5 of 96% enantiomeric excess (e.e.), which was converted into a synthetic equivalent 14 of the delta-lactone moiety in mevinic acid derivatives. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00508-3
• 作为产物：
  描述：

  (1R,6S)-6-[tert-butyl(diphenyl)silyl]oxycyclohept-3-en-1-ol 在 臭氧 、 溶剂黄146 、 锌 作用下， 生成 [(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde
  参考文献：
  名称：

  Asymmetric synthesis of the δ-lactone moiety in mevinic acid derivatives using an enzymatic procedure

  摘要：

  Asymmetric induction into meso-1,3-diacetoxy-5-cycloheptene 4 by PFL-catalyzed hydrolysis afforded monoacetate (1S,3R)-5 of 96% enantiomeric excess (e.e.), which was converted into a synthetic equivalent 14 of the delta-lactone moiety in mevinic acid derivatives. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00508-3