(8Z,13Z,21Z)-(5R,10S,11S,12S,16S,17R,18R,19S,20S)-5,17-Bis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-11-methoxymethoxy-10,12,14,16,18,20-hexamethyl-tetracosa-8,13,21,23-tetraenoic acid methyl ester | 870075-05-1

• 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: (8Z,13Z,21Z)-(5R,10S,11S,12S,16S,17R,18R,19S,20S)-5,17-Bis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-11-methoxymethoxy-10,12,14,16,18,20-hexamethyl-tetracosa-8,13,21,23-tetraenoic acid methyl ester
• CAS: 870075-05-1
• 化学式: C₄₅H₈₆O₇Si₂
• 分子量: 795.345
• InChiKey: AKQIEWHAWLNXKC-LAHKZCLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.06
• 重原子数：
  54.0
• 可旋转键数：
  26.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.45
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (8Z,13Z,21Z)-(5R,10S,11S,12S,16S,17R,18R,19S,20S)-5,17-Bis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-11-methoxymethoxy-10,12,14,16,18,20-hexamethyl-tetracosa-8,13,21,23-tetraenoic acid methyl ester 在 盐酸 作用下， 生成 Carbamic acid (6Z,11Z)-(1S,2S,3R,4S,8S,9S,10S)-3,9-dihydroxy-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-((R)-6-oxo-tetrahydro-pyran-2-yl)-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
• 作为产物：
  描述：

  (R)-5-(tert-Butyl-dimethyl-silanyloxy)-oct-7-enoic acid methyl ester 在 Wilkinson's catalyst pyridine-SO3 complex 、 甲基锂 、 N,N-二异丙基乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 儿萘酚硼烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 2.5h， 生成 (8Z,13Z,21Z)-(5R,10S,11S,12S,16S,17R,18R,19S,20S)-5,17-Bis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-11-methoxymethoxy-10,12,14,16,18,20-hexamethyl-tetracosa-8,13,21,23-tetraenoic acid methyl 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