(5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoic acid | 906067-09-2

• 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: (5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoic acid
• CAS: 906067-09-2
• 化学式: C₂₀H₄₄O₄Si₂
• 分子量: 404.738
• InChiKey: GHXVOGFSJQYVJB-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.29
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoic acid 在 锂硼氢 、 sodium hexamethyldisilazane 、 三甲基乙酰氯 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 6.67h， 生成 ethyl (4R,7S,8S)-7,9-bis[[tert-butyl(dimethyl)silyl]oxy]-3-hydroxy-4,8-dimethylnonanoate
  参考文献：
  名称：

  Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C1–C21 fragment of the molecule

  摘要：

  A stereoselective synthesis of the C1-C21 fragment of the non-immuno suppressive immunophilin-binding natural product, antascomicin A was achieved using, as key steps, highly stereoselective Aldol reactions to build the C1-C17 fragment and a Nozaki-Hiyama-Kishi reaction to couple it with the remaining C18-C21 moiety. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.113
• 作为产物：
  描述：

  (5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptan-1-ol 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 叔丁醇 为溶剂， 生成 (5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoic acid
  参考文献：
  名称：

  Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C1–C21 fragment of the molecule

  摘要：

  A stereoselective synthesis of the C1-C21 fragment of the non-immuno suppressive immunophilin-binding natural product, antascomicin A was achieved using, as key steps, highly stereoselective Aldol reactions to build the C1-C17 fragment and a Nozaki-Hiyama-Kishi reaction to couple it with the remaining C18-C21 moiety. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.113

文献信息

• Studies directed towards the synthesis of antascomicin A: stereoselective synthesis of the C1–C21 fragment of the molecule
  作者：Tushar Kanti Chakraborty、Bajjuri Krishna Mohan

  DOI：10.1016/j.tetlet.2006.05.113

  日期：2006.7

  A stereoselective synthesis of the C1-C21 fragment of the non-immuno suppressive immunophilin-binding natural product, antascomicin A was achieved using, as key steps, highly stereoselective Aldol reactions to build the C1-C17 fragment and a Nozaki-Hiyama-Kishi reaction to couple it with the remaining C18-C21 moiety. (c) 2006 Elsevier Ltd. All rights reserved.