(R,2E,4E,6E,8E)-ethyl 11-(tert-butyldimethylsilyloxy)-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoic acid | 1221821-49-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R,2E,4E,6E,8E)-ethyl 11-(tert-butyldimethylsilyloxy)-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoic acid
• 英文别名: (2E,4E,6E,8E,11R)-11-[tert-butyl(dimethyl)silyl]oxy-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoic acid
• CAS: 1221821-49-3
• 化学式: C₂₇H₄₆O₃S₂Si
• 分子量: 510.878
• InChiKey: FLXIGOCNSKZMCR-OETJLJIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.61
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  97.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R,2E,4E,6E,8E)-ethyl 11-(tert-butyldimethylsilyloxy)-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoic acid 、 (6S,7S,12R,E)-12-((2S,6R,7R,9R,E)-7,9-bis(tert-butyldimethylsilyloxy)-4,6-dimethyldec-4-en-2-yl)-6-hydroxy-7,9-dimethyloxacyclododec-9-en-2-one 在 4-二甲氨基吡啶 、 2,4,6-三氯苯甲酰氯 、 N,N-二异丙基乙胺 作用下， 以 苯 为溶剂， 反应 24.33h， 以91%的产率得到(R,2E,4E,6E,8E)-((6S,7S,12R,E)-12-((2S,6R,7R,9R,E)-7,9-bis(tert-butyldimethylsilyloxy)-4,6-dimethyldec-4-en-2-yl)-6-hydroxy-7,9-dimethyl-2-oxooxacyclododec-9-en-6-yl) 11-(tert-butyldimethylsilyloxy)-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoate
  参考文献：
  名称：

  Synthesis and structure assignment of the minor metabolite arising from the frog pathogen Mycobacterium liflandii

  摘要：

  Total synthesis and structure assignment of the minor metabolite present in lipid extracts of the frog pathogen Mycobacterium liflandii are reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.105
• 作为产物：
  描述：

  (R,2E,4E,6E,8E)-ethyl 11-(tert-butyldimethylsiloxy)-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以100%的产率得到(R,2E,4E,6E,8E)-ethyl 11-(tert-butyldimethylsilyloxy)-12-(2-ethyl-1,3-dithian-2-yl)-4,6,8-trimethyldodeca-2,4,6,8-tetraenoic acid
  参考文献：
  名称：

  Synthesis and structure assignment of the minor metabolite arising from the frog pathogen Mycobacterium liflandii

  摘要：

  Total synthesis and structure assignment of the minor metabolite present in lipid extracts of the frog pathogen Mycobacterium liflandii are reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.105

文献信息

• Synthesis and structure assignment of the minor metabolite arising from the frog pathogen Mycobacterium liflandii
  作者：Thomas Spangenberg、Sylvain Aubry、Yoshito Kishi

  DOI：10.1016/j.tetlet.2010.01.105

  日期：2010.3

  Total synthesis and structure assignment of the minor metabolite present in lipid extracts of the frog pathogen Mycobacterium liflandii are reported. (C) 2010 Elsevier Ltd. All rights reserved.