(4S,5S)-5-((1S,7S)-1,7-bis(tert-butyldimethyl-silanyloxy)octyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide | 1309869-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5S)-5-((1S,7S)-1,7-bis(tert-butyldimethyl-silanyloxy)octyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide
• 英文别名: (4S,5S)-5-[(1S,7S)-1,7-bis[[tert-butyl(dimethyl)silyl]oxy]octyl]-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide
• CAS: 1309869-42-8
• 化学式: C₂₈H₅₉NO₆Si₂
• 分子量: 561.951
• InChiKey: FQOULLRIEAXLFV-XQUALCHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.28
• 重原子数：
  37
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  66.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4S,5S)-5-((1S,7S)-1,7-bis(tert-butyldimethyl-silanyloxy)octyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 在 咪唑 、 sodium tetrahydroborate 、 乙醇 、 碘 、 对甲苯磺酸 、 三苯基膦 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 22.5h， 生成 (S)-7-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)heptan-2-ol
  参考文献：
  名称：

  Enantioselective total synthesis of iso-cladospolide B, cladospolide C and cladospolide B from tartaric acid

  摘要：

  The enantioselective synthesis of the natural products cladospolide B, cladospolide C, and iso-cladospolide B has been accomplished from tartaric acid. Key reactions in the synthetic sequence include the elaboration of a gamma-hydroxy amide derived from tartaric acid via alkene cross metathesis, Yamaguchi lactonization, and ring closing metathesis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.018
• 作为产物：
  描述：

  (4S,5S)-N-methoxy-5-((S)-1-(tert-butyldimethyl-silanyloxy)pent-4-enyl)-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 在 吡啶 、 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 palladium 10% on activated carbon 、 氢气 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (4S,5S)-5-((1S,7S)-1,7-bis(tert-butyldimethyl-silanyloxy)octyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide
  参考文献：
  名称：

  Enantioselective total synthesis of iso-cladospolide B, cladospolide C and cladospolide B from tartaric acid

  摘要：

  The enantioselective synthesis of the natural products cladospolide B, cladospolide C, and iso-cladospolide B has been accomplished from tartaric acid. Key reactions in the synthetic sequence include the elaboration of a gamma-hydroxy amide derived from tartaric acid via alkene cross metathesis, Yamaguchi lactonization, and ring closing metathesis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.018

文献信息

• Enantioselective total synthesis of iso-cladospolide B, cladospolide C and cladospolide B from tartaric acid
  作者：Kavirayani R. Prasad、Vasudeva Rao Gandi

  DOI：10.1016/j.tetasy.2011.02.018

  日期：2011.3

  The enantioselective synthesis of the natural products cladospolide B, cladospolide C, and iso-cladospolide B has been accomplished from tartaric acid. Key reactions in the synthetic sequence include the elaboration of a gamma-hydroxy amide derived from tartaric acid via alkene cross metathesis, Yamaguchi lactonization, and ring closing metathesis. (C) 2011 Elsevier Ltd. All rights reserved.