(3S,4S,5R)-5-[(2R,3S,4R)-3-bromo-2,4-dimethyloxolan-2-yl]-2-[(S)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-methoxymethyl]-4-methyl-5-trimethylsilyloxypent-1-en-3-ol | 1008766-02-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,4S,5R)-5-[(2R,3S,4R)-3-bromo-2,4-dimethyloxolan-2-yl]-2-[(S)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-methoxymethyl]-4-methyl-5-trimethylsilyloxypent-1-en-3-ol
• CAS: 1008766-02-6
• 化学式: C₂₂H₄₁BrO₆Si
• 分子量: 509.553
• InChiKey: BUOQXLZYGXPPRE-QZOCNOJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  (3S,4S,5R)-5-[(2R,3S,4R)-3-bromo-2,4-dimethyloxolan-2-yl]-2-[(S)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-methoxymethyl]-4-methyl-5-trimethylsilyloxypent-1-en-3-ol 在 四丁基氟化铵 作用下， 生成
  参考文献：
  名称：

  Synthesis of the C1–C12 fragment of the tedanolides. Selective hydroboration–protonation of allylic alcohol approach

  摘要：

  The combination of highly stereoselective vinyllithium addition and hydroboration-protonation of the resulting allylic alcohol permits the preparation of the completely protected C-1-C-12 fragment 2 of the novel macrocyclic cytotoxic agent tedanolide 1. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.181
• 作为产物：
  描述：

  (4S)-4-[(1R)-2-bromo-1-methoxyprop-2-enyl]-2,2-dimethyl-1,3-dioxolane 、 (αR,βR,2R,3S,4R)-3-bromo-α,2,4-trimethyl-β-trimethylsilyloxytetrahydrofuran-2-propanal 在 叔丁基锂 作用下， 以 乙醚 为溶剂， 生成 (3S,4S,5R)-5-[(2R,3S,4R)-3-bromo-2,4-dimethyloxolan-2-yl]-2-[(S)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-methoxymethyl]-4-methyl-5-trimethylsilyloxypent-1-en-3-ol 、
  参考文献：
  名称：

  Synthesis of the C1–C12 fragment of the tedanolides. Selective hydroboration–protonation of allylic alcohol approach

  摘要：

  The combination of highly stereoselective vinyllithium addition and hydroboration-protonation of the resulting allylic alcohol permits the preparation of the completely protected C-1-C-12 fragment 2 of the novel macrocyclic cytotoxic agent tedanolide 1. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.181

文献信息

• Synthesis of the C1–C12 fragment of the tedanolides. Selective hydroboration–protonation of allylic alcohol approach
  作者：Michael E. Jung、Dongwon Yoo

  DOI：10.1016/j.tetlet.2007.11.181

  日期：2008.1

  The combination of highly stereoselective vinyllithium addition and hydroboration-protonation of the resulting allylic alcohol permits the preparation of the completely protected C-1-C-12 fragment 2 of the novel macrocyclic cytotoxic agent tedanolide 1. (C) 2007 Elsevier Ltd. All rights reserved.