(2E,10Z)-(1S,5S,6R,14R)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-3-isopropyl-6,14-dimethyl-15-oxa-bicyclo[12.1.0]pentadeca-2,10-diene-4,9-dione | 222044-39-5

• 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: (2E,10Z)-(1S,5S,6R,14R)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-3-isopropyl-6,14-dimethyl-15-oxa-bicyclo[12.1.0]pentadeca-2,10-diene-4,9-dione
• CAS: 222044-39-5
• 化学式: C₃₆H₄₈O₅Si
• 分子量: 588.86
• InChiKey: VNYKEJGUNZMDAD-OAHCTJFLSA-N

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 (2E,10Z)-(1S,5S,6R,14R)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-3-isopropyl-6,14-dimethyl-15-oxa-bicyclo[12.1.0]pentadeca-2,10-diene-4,9-dione 在 N,N'-dimethylaminopyridine 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以0.8 mg的产率得到(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (2E,10Z)-(1S,5S,6R,14R)-10-(tert-butyl-diphenyl-silanyloxymethyl)-3-isopropyl-6,14-dimethyl-4,9-dioxo-15-oxa-bicyclo[12.1.0]pentadeca-2,10-dien-5-yl ester
  参考文献：
  名称：

  Single solution phase conformation of new antiproliferative cembranes

  摘要：

  Two new cembranes (2 and 3) have been isolated from thr extract of the Antarctic sponge Lissodendoryx flabellata. Their structural elucidation has been performed by spectroscopic techniques, whereas the absolute configuration of the secondary carbinolic center was inferred by Mosher's method. The absolute stereochemistry of the second asymmetric carbon, as well as the solution conformation of 2, has been determined by a computational approach based on conformational search, restrained molecular dynamics and semi-empirical calculations. The main product 2 showed cytotoxic and anti-proliferative activity against mammalian tumor cells. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01092-8
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 flabellatene B 在 N,N'-dimethylaminopyridine 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2E,10Z)-(1S,5S,6R,14R)-10-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-3-isopropyl-6,14-dimethyl-15-oxa-bicyclo[12.1.0]pentadeca-2,10-diene-4,9-dione
  参考文献：
  名称：

  Single solution phase conformation of new antiproliferative cembranes

  摘要：

  Two new cembranes (2 and 3) have been isolated from thr extract of the Antarctic sponge Lissodendoryx flabellata. Their structural elucidation has been performed by spectroscopic techniques, whereas the absolute configuration of the secondary carbinolic center was inferred by Mosher's method. The absolute stereochemistry of the second asymmetric carbon, as well as the solution conformation of 2, has been determined by a computational approach based on conformational search, restrained molecular dynamics and semi-empirical calculations. The main product 2 showed cytotoxic and anti-proliferative activity against mammalian tumor cells. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01092-8