Carbamic acid (6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S,13S)-3,13-bis-(tert-butyl-dimethyl-silanyloxy)-9-methoxymethoxy-2,4,6,8,10-pentamethyl-14-((2S,3R)-3-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-((S)-1-methyl-pentyl)-tetradeca-6,11-dienyl ester | 870075-22-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Carbamic acid (6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S,13S)-3,13-bis-(tert-butyl-dimethyl-silanyloxy)-9-methoxymethoxy-2,4,6,8,10-pentamethyl-14-((2S,3R)-3-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-((S)-1-methyl-pentyl)-tetradeca-6,11-dienyl ester
• CAS: 870075-22-2
• 化学式: C₄₆H₈₉NO₈Si₂
• 分子量: 840.386
• InChiKey: LKYROFAGBZBYMF-IXQQSNNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.22
• 重原子数：
  57.0
• 可旋转键数：
  24.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  115.54
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Carbamic acid (6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S,13S)-3,13-bis-(tert-butyl-dimethyl-silanyloxy)-9-methoxymethoxy-2,4,6,8,10-pentamethyl-14-((2S,3R)-3-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-((S)-1-methyl-pentyl)-tetradeca-6,11-dienyl ester 在 盐酸 作用下， 以63%的产率得到[(5S,6S,7S,8R,9S,11Z,13S,14S,15S,16Z,18S)-8,14,18-trihydroxy-5,7,9,11,13,15-hexamethyl-19-[(2S,3R)-3-methyl-6-oxooxan-2-yl]nonadeca-11,16-dien-6-yl] carbamate
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Simplified Analogues of (+)-Discodermolide. Additional Insights on the Importance of the Diene, the C(7) Hydroxyl, and the Lactone

  摘要：

  The design, synthesis, and biological evaluation of seven totally synthetic analogues of the antitumor agent (+)-discodermolide are reported. lid Saturation of the terminal diene system, alteration of the substituents on the lactone, and alkylation of the C(7)-hydroxyl group reveal significant structure-activity relationships.

  DOI：

  10.1021/ol052070m
• 作为产物：
  描述：

  (2S,3R,4R,5S,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4,6-trimethyl-decan-1-ol 在 bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0) 咪唑 、 盐酸 、 甲基锂 、 碘 、 caesium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.0h， 生成 Carbamic acid (6Z,11Z)-(1S,2R,3R,4S,8S,9S,10S,13S)-3,13-bis-(tert-butyl-dimethyl-silanyloxy)-9-methoxymethoxy-2,4,6,8,10-pentamethyl-14-((2S,3R)-3-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-((S)-1-methyl-pentyl)-tetradeca-6,11-dienyl ester
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Simplified Analogues of (+)-Discodermolide. Additional Insights on the Importance of the Diene, the C(7) Hydroxyl, and the Lactone

  摘要：

  The design, synthesis, and biological evaluation of seven totally synthetic analogues of the antitumor agent (+)-discodermolide are reported. lid Saturation of the terminal diene system, alteration of the substituents on the lactone, and alkylation of the C(7)-hydroxyl group reveal significant structure-activity relationships.

  DOI：

  10.1021/ol052070m