tert-butyl (E)-7-O-tert-butyldimethylsilyl-2,3-dideoxy-5,6-O-isopropylidene-D-arabino-hept-2-enoate | 1231714-06-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tert-butyl (E)-7-O-tert-butyldimethylsilyl-2,3-dideoxy-5,6-O-isopropylidene-D-arabino-hept-2-enoate
• CAS: 1231714-06-9
• 化学式: C₂₀H₃₈O₆Si
• 分子量: 402.604
• InChiKey: XOKJRRHFSVWZFE-BCJLHILGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (E)-7-O-tert-butyldimethylsilyl-2,3-dideoxy-5,6-O-isopropylidene-D-arabino-hept-2-enoate 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 (E)-7-O-tert-butyldimethylsilyl-2,3-dideoxy-5,6-O-isopropylidene-D-arabino-hept-2-enitol
  参考文献：
  名称：

  Characteristic alkaline catalyzed degradation of kotalanol, a potent α-glucosidase inhibitor isolated from Ayurvedic traditional medicine Salacia reticulata, leading to anhydroheptitols: another structural proof

  摘要：

  Stereochemical structure of kotalanol (2), a highly potent a-glucosidase inhibitor isolated from an Ayurvedic traditional medicine Salacia reticulata, was proved by alkaline catalyzed degradation of natural kotalanol (2), in which characteristic stereospecific cyclization of the degradative side chain leading to anhydroheptitols (10 and 11) was involved. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.072
• 作为产物：
  描述：

  、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以2.41 g的产率得到tert-butyl (E)-7-O-tert-butyldimethylsilyl-2,3-dideoxy-5,6-O-isopropylidene-D-arabino-hept-2-enoate
  参考文献：
  名称：

  Characteristic alkaline catalyzed degradation of kotalanol, a potent α-glucosidase inhibitor isolated from Ayurvedic traditional medicine Salacia reticulata, leading to anhydroheptitols: another structural proof

  摘要：

  Stereochemical structure of kotalanol (2), a highly potent a-glucosidase inhibitor isolated from an Ayurvedic traditional medicine Salacia reticulata, was proved by alkaline catalyzed degradation of natural kotalanol (2), in which characteristic stereospecific cyclization of the degradative side chain leading to anhydroheptitols (10 and 11) was involved. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.072