(R)-((S)-1-((R)-2,5-dioxopyrrolidin-3-yl)-2-((4aS,8as)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)ethyl) 2-methoxy-2-phenylacetate | 1258319-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-((S)-1-((R)-2,5-dioxopyrrolidin-3-yl)-2-((4aS,8as)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)ethyl) 2-methoxy-2-phenylacetate
• CAS: 1258319-37-7
• 化学式: C₂₉H₃₉NO₅
• 分子量: 481.632
• InChiKey: VDKVVUMBOWWSNG-DOBSDLMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  81.7
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  (R)-3-((S)-1-hydroxy-2-((4aS,8as)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)ethyl)pyrrolidine-2,5-dione 、 (R)-(-)-α-甲氧基苯乙酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 氘代氯仿 为溶剂， 以75%的产率得到(R)-((S)-1-((R)-2,5-dioxopyrrolidin-3-yl)-2-((4aS,8as)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)ethyl) 2-methoxy-2-phenylacetate
  参考文献：
  名称：

  A fast and straightforward route towards the synthesis of the lissoclimide class of anti-tumour agents

  摘要：

  The synthesis of the chiral core structure of the lissoclimide class of anti-tumour agents containing three rings including a chiral succinimide subunit and an exocyclic double bond has been investigated The compound 7 was obtained without the use of any protecting groups for the alcohol at C-12 via an asymmetric boron-mediated aldol addition as the key step to install the chiral centres of the rare succimmido methanol moiety This was followed by a sequence of lactonisation microwave-assisted amidation and imidation reactions (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.031