(2S,3S,4R)-3-[tert-butyl(dimethyl)silyl]oxy-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-N,N,4-trimethylnonadecanamide | 1261074-84-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2S,3S,4R)-3-[tert-butyl(dimethyl)silyl]oxy-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-N,N,4-trimethylnonadecanamide
• CAS: 1261074-84-3
• 化学式: C₄₅H₇₉NO₄Si₂
• 分子量: 754.298
• InChiKey: GUGVCICKANQFND-MUAFYUNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.89
• 重原子数：
  52
• 可旋转键数：
  26
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R)-3-[tert-butyl(dimethyl)silyl]oxy-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-N,N,4-trimethylnonadecanamide 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以100%的产率得到(3S,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-3-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-methyl-5-pentadecyloxolan-2-one
  参考文献：
  名称：

  Stereoselective synthesis of amphiasterin B4: assignment of absolute configuration

  摘要：

  The first asymmetric synthesis of (+)-amphiasterin B4 was completed from a known (S)-beta-benzyloxy-gamma-lactone. Comparison with the spectroscopic properties reported for authentic material has given a clear indication as to the absolute stereochemistry of the natural amphiasterin B4. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.098
• 作为产物：
  描述：

  (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-N,N-dimethyl-4-oxopentanamide 、 Pentadecylmagnesium Bromide 在 cerium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3S,4R)-3-[tert-butyl(dimethyl)silyl]oxy-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-N,N,4-trimethylnonadecanamide 、
  参考文献：
  名称：

  Stereoselective synthesis of amphiasterin B4: assignment of absolute configuration

  摘要：

  The first asymmetric synthesis of (+)-amphiasterin B4 was completed from a known (S)-beta-benzyloxy-gamma-lactone. Comparison with the spectroscopic properties reported for authentic material has given a clear indication as to the absolute stereochemistry of the natural amphiasterin B4. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.098

文献信息

• Stereoselective synthesis of amphiasterin B4: assignment of absolute configuration
  作者：Masaki Takahashi、Takamasa Suzuki、Jolanta Wierzejska、Tetsuya Sengoku、Hidemi Yoda

  DOI：10.1016/j.tetlet.2010.10.098

  日期：2010.12

  The first asymmetric synthesis of (+)-amphiasterin B4 was completed from a known (S)-beta-benzyloxy-gamma-lactone. Comparison with the spectroscopic properties reported for authentic material has given a clear indication as to the absolute stereochemistry of the natural amphiasterin B4. (C) 2010 Elsevier Ltd. All rights reserved.