(4R)-4-benzyl-3-[(5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoyl]-1,3-oxazolidin-2-one | 906067-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4R)-4-benzyl-3-[(5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoyl]-1,3-oxazolidin-2-one
• CAS: 906067-10-5
• 化学式: C₃₀H₅₃NO₅Si₂
• 分子量: 563.926
• InChiKey: GGUJHFYYVNBPEZ-DMDYGQEQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4R)-4-benzyl-3-[(5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoyl]-1,3-oxazolidin-2-one 在 锂硼氢 、 sodium hexamethyldisilazane 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 2.67h， 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 、 三甲基乙酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 4.0h， 生成 (4R)-4-benzyl-3-[(5S,6S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methylheptanoyl]-1,3-oxazolidin-2-one
  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.