(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol | 693807-31-7

• 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: (3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• 英文别名: (3aS,4R,6R,7R,7aR)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-6-pent-4-enoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS: 693807-31-7
• 化学式: C₃₀H₄₂O₆Si
• 分子量: 526.745
• InChiKey: KFUMQRUHKNGIDW-RKFAPSRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (3aS,4R,6R,7aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one
  参考文献：
  名称：

  Grignard additions to 2-uloses: synthesis of stereochemically pure tertiary alcohols

  摘要：

  The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.106
• 作为产物：
  描述：

  (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(pent-4-en-1-yloxy)tetrahydro-2H-pyran-3,4,5-triol 在 咪唑 、 camphor-10-sulfonic acid 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 (3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
  参考文献：
  名称：

  Grignard additions to 2-uloses: synthesis of stereochemically pure tertiary alcohols

  摘要：

  The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.106