{(2R,3R,5R,7R,9S,12R)-2-(2-Benzyloxy-ethyl)-9-[2-(4-methoxy-benzyloxy)-ethyl]-3,12-dimethyl-1,6,8-trioxa-dispiro[4.1.5.2]tetradec-12-yloxy}-tert-butyl-dimethyl-silane | 794520-90-4

• 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: {(2R,3R,5R,7R,9S,12R)-2-(2-Benzyloxy-ethyl)-9-[2-(4-methoxy-benzyloxy)-ethyl]-3,12-dimethyl-1,6,8-trioxa-dispiro[4.1.5.2]tetradec-12-yloxy}-tert-butyl-dimethyl-silane
• 英文别名: tert-butyl-[[(2R,3R,5R,7R,9S,12R)-9-[2-[(4-methoxyphenyl)methoxy]ethyl]-2,12-dimethyl-3-(2-phenylmethoxyethyl)-4,6,8-trioxadispiro[4.1.57.25]tetradecan-12-yl]oxy]-dimethylsilane
• CAS: 794520-90-4
• 化学式: C₃₈H₅₈O₇Si
• 分子量: 654.96
• InChiKey: MVCMYPYYPHMKKF-IRUSATGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {(2R,3R,5R,7R,9S,12R)-2-(2-Benzyloxy-ethyl)-9-[2-(4-methoxy-benzyloxy)-ethyl]-3,12-dimethyl-1,6,8-trioxa-dispiro[4.1.5.2]tetradec-12-yloxy}-tert-butyl-dimethyl-silane 在 氟化氢吡啶 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以40%的产率得到{(2R,3R,5S,7R,9S,12R)-2-(2-Benzyloxy-ethyl)-9-[2-(4-methoxy-benzyloxy)-ethyl]-3,12-dimethyl-1,6,8-trioxa-dispiro[4.1.5.2]tetradec-12-yloxy}-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Enantio- and stereocontrolled formation of the bisspiroacetal core of spirolide B

  摘要：

  The bisspiroacetal core of spirolide B, a marine natural toxin, was synthesized from triketone 10 via one-step bisspiroacetalization, methylation, and silylation accompanied by isomerization of the C-15 spirocenter. The equilibrium of two isomers under acidic conditions was also examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.156
• 作为产物：
  描述：

  (2R,3R,7R,9S)-2-(2-Benzyloxy-ethyl)-9-[2-(4-methoxy-benzyloxy)-ethyl]-3-methyl-1,6,8-trioxa-dispiro[4.1.5.2]tetradecan-12-one 在 2,6-二甲基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 {(2R,3R,5R,7R,9S,12R)-2-(2-Benzyloxy-ethyl)-9-[2-(4-methoxy-benzyloxy)-ethyl]-3,12-dimethyl-1,6,8-trioxa-dispiro[4.1.5.2]tetradec-12-yloxy}-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Enantio- and stereocontrolled formation of the bisspiroacetal core of spirolide B

  摘要：

  The bisspiroacetal core of spirolide B, a marine natural toxin, was synthesized from triketone 10 via one-step bisspiroacetalization, methylation, and silylation accompanied by isomerization of the C-15 spirocenter. The equilibrium of two isomers under acidic conditions was also examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.156