tert-Butyl-[(Z)-(1R,2R,3S,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-1-((S)-1-methyl-2-trityloxy-ethyl)-oct-5-enyloxy]-dimethyl-silane | 870075-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: tert-Butyl-[(Z)-(1R,2R,3S,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-1-((S)-1-methyl-2-trityloxy-ethyl)-oct-5-enyloxy]-dimethyl-silane
• CAS: 870075-23-3
• 化学式: C₄₆H₆₂O₄Si
• 分子量: 707.081
• InChiKey: JKIFRKRYKYXWCS-CDOMXWLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.85
• 重原子数：
  51.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-Butyl-[(Z)-(1R,2R,3S,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-1-((S)-1-methyl-2-trityloxy-ethyl)-oct-5-enyloxy]-dimethyl-silane 在 咪唑 、 盐酸 、 甲酸 、 甲基锂 、 碘 、 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 为溶剂， 反应 12.08h， 生成 (5R,6S)-6-[(3Z,8Z,16Z)-(2S,5S,6S,7S,11S,12R,13R,14S,15S)-2,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-6-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16-trienyl]-5-methyl-tetrahydro-pyran-2-one
  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：

  (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal 、 三苯基丙基溴化 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 生成 tert-Butyl-[(Z)-(1R,2R,3S,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-1-((S)-1-methyl-2-trityloxy-ethyl)-oct-5-enyloxy]-dimethyl-silane 、
  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