(1R,3S,4S,8R,12S,14R,16R,18R,19S,22R,25S,26S,27S,28S,29S,32R,33S,34R,36R,39S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-33-chloro-28-hydroxy-25,34-dimethoxy-19,29,39-trimethyl-27-triethylsilyloxy-2,5,40,41,42,43,44-heptaoxaheptacyclo[34.3.1.11,4.18,12.118,22.122,26.132,36]pentatetracont-20-en-6-one | 1033003-89-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (1R,3S,4S,8R,12S,14R,16R,18R,19S,22R,25S,26S,27S,28S,29S,32R,33S,34R,36R,39S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-33-chloro-28-hydroxy-25,34-dimethoxy-19,29,39-trimethyl-27-triethylsilyloxy-2,5,40,41,42,43,44-heptaoxaheptacyclo[34.3.1.11,4.18,12.118,22.122,26.132,36]pentatetracont-20-en-6-one
• CAS: 1033003-89-2
• 化学式: C₆₉H₁₂₉ClO₁₅Si₄
• 分子量: 1346.57
• InChiKey: LVNSRGBADRVTTR-UGLDRYIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.29
• 重原子数：
  89
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  157
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (1R,3S,4S,8R,12S,14R,16R,18R,19S,22R,25S,26S,27S,28S,29S,32R,33S,34R,36R,39S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-33-chloro-28-hydroxy-25,34-dimethoxy-19,29,39-trimethyl-27-triethylsilyloxy-2,5,40,41,42,43,44-heptaoxaheptacyclo[34.3.1.11,4.18,12.118,22.122,26.132,36]pentatetracont-20-en-6-one 在 吡啶 、 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到(1R,3S,4S,8R,12S,14S,16S,18R,19S,22R,25S,26R,27S,28S,29S,32R,33S,34R,36R,39S)-33-chloro-14,16,27,28-tetrahydroxy-3-(2-hydroxyethyl)-25,34-dimethoxy-19,29,39-trimethyl-2,5,40,41,42,43,44-heptaoxaheptacyclo[34.3.1.11,4.18,12.118,22.122,26.132,36]pentatetracont-20-en-6-one
  参考文献：
  名称：

  螺旋藻内酯A甲酯的全合成-第2部分：亚基结合和合成完成。

  摘要：

  DOI：

  10.1002/anie.200705566
• 作为产物：
  描述：

  2-[(2R,6S)-6-[(2R,4R)-2,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[(2S,3S,6R,8R,9S)-2-[(1S,2S,3S)-5-[(2S,3S,5R,7R,9R,10S,11R,15S)-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-10-chloro-2-hydroxy-11-methoxy-15-methyl-4,6,8-trioxadispiro[4.1.57.35]pentadecan-9-yl]-2-hydroxy-3-methyl-1-triethylsilyloxypentyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]pentyl]oxan-2-yl]acetic acid 在 2,4,6-三氯苯甲酰氯 、 三乙胺 、 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 以79%的产率得到(1R,3S,4S,8R,12S,14R,16R,18R,19S,22R,25S,26S,27S,28S,29S,32R,33S,34R,36R,39S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-33-chloro-28-hydroxy-25,34-dimethoxy-19,29,39-trimethyl-27-triethylsilyloxy-2,5,40,41,42,43,44-heptaoxaheptacyclo[34.3.1.11,4.18,12.118,22.122,26.132,36]pentatetracont-20-en-6-one
  参考文献：
  名称：

  螺旋藻内酯A甲酯的全合成-第2部分：亚基结合和合成完成。

  摘要：

  DOI：

  10.1002/anie.200705566

文献信息

• Total Synthesis of Spirastrellolide A Methyl Ester—Part 2: Subunit Union and Completion of the Synthesis
  作者：Ian Paterson、Edward A. Anderson、Stephen M. Dalby、Jong Ho Lim、Julien Genovino、Philip Maltas、Christian Moessner

  DOI：10.1002/anie.200705566

  日期：2008.4.7