(7E,9Z,13Z)-(4R,5S)-14-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-7-isopropyl-4,10-dimethyl-cyclotetradeca-7,9,13-triene-1,6-dione | 222044-37-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (7E,9Z,13Z)-(4R,5S)-14-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-7-isopropyl-4,10-dimethyl-cyclotetradeca-7,9,13-triene-1,6-dione
• 英文别名: (4R,5S,7E,9Z,13Z)-14-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-4,10-dimethyl-7-propan-2-ylcyclotetradeca-7,9,13-triene-1,6-dione
• CAS: 222044-37-3
• 化学式: C₃₆H₄₈O₄Si
• 分子量: 572.86
• InChiKey: PYOFJDSOHKUSBF-OCEFOQEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.73
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 (7E,9Z,13Z)-(4R,5S)-14-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-7-isopropyl-4,10-dimethyl-cyclotetradeca-7,9,13-triene-1,6-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 (3E,5Z,9Z)-(1S,14R)-10-(tert-butyl-diphenyl-silanyloxymethyl)-3-isopropyl-6,14-dimethyl-2,11-dioxo-cyclotetradeca-3,5,9-trienyl 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 A 在 N,N'-dimethylaminopyridine 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以3.8 mg的产率得到(7E,9Z,13Z)-(4R,5S)-14-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-7-isopropyl-4,10-dimethyl-cyclotetradeca-7,9,13-triene-1,6-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