(S)-6-((1E,3Z)-(R)-3-Ethyl-7-hydroxy-5-methyl-hepta-1,3-dienyl)-5,6-dihydro-pyran-2-one | 194471-01-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-6-((1E,3Z)-(R)-3-Ethyl-7-hydroxy-5-methyl-hepta-1,3-dienyl)-5,6-dihydro-pyran-2-one
• CAS: 194471-01-7
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: VUVHDHPVWIEJRQ-CUKZNGMVSA-N

物化性质

• 沸点：
  438.1±45.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  (S)-6-((1E,3Z)-(R)-3-Ethyl-7-hydroxy-5-methyl-hepta-1,3-dienyl)-5,6-dihydro-pyran-2-one 在 正丁基锂 、 戴斯-马丁氧化剂 、 二甲基亚砜 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.5h， 生成 (S)-6-[(1E,3Z,7E,9E)-(5R,11R,12S,13R,14R,15S)-14-(tert-Butyl-dimethyl-silanyloxy)-3-ethyl-12-hydroxy-5,9,11,13,15-pentamethyl-heptadeca-1,3,7,9-tetraenyl]-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  Participation of the conjugated diene part for potent cytotoxicity of callystatin A, a spongean polyketide

  摘要：

  5-epi, 10-epi, 8-Deethyl, and 10-demethyl analogues of callystatin A, a potent cytotoxic spongean polyketide, were synthesized to elucidate structure-requirement for cytotoxic potency. Inversion of the asymmetric center at C-10 in callystatin A minimally affected the activity, while lack of the 10-methyl group in callystatin A decreased cytotoxicity. In addition, the C-5 epimer and the 8-deethyl analogue of callystatin A showed weaker cytotoxicity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00199-1
• 作为产物：
  描述：

  (S)-2-[(1E,3Z)-(R)-3-Ethyl-7-(4-methoxy-benzyloxy)-5-methyl-hepta-1,3-dienyl]-6-isopropoxy-3,6-dihydro-2H-pyran 在 Celite 、 Dowex HCR-W₂ (H⁺ form) 、 pH 6.9 phosphate buffer 、 silver carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 、 丙酮 、 叔丁醇 、 苯 为溶剂， 反应 11.5h， 生成 (S)-6-((1E,3Z)-(R)-3-Ethyl-7-hydroxy-5-methyl-hepta-1,3-dienyl)-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  Participation of the conjugated diene part for potent cytotoxicity of callystatin A, a spongean polyketide

  摘要：

  5-epi, 10-epi, 8-Deethyl, and 10-demethyl analogues of callystatin A, a potent cytotoxic spongean polyketide, were synthesized to elucidate structure-requirement for cytotoxic potency. Inversion of the asymmetric center at C-10 in callystatin A minimally affected the activity, while lack of the 10-methyl group in callystatin A decreased cytotoxicity. In addition, the C-5 epimer and the 8-deethyl analogue of callystatin A showed weaker cytotoxicity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00199-1