(2R)-2-[(1E,3Z,5S)-3-ethyl-7-[(4-methoxyphenyl)methoxy]-5-methylhepta-1,3-dienyl]-6-propan-2-yloxy-3,6-dihydro-2H-pyran | 320739-93-3

• 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)-2-[(1E,3Z,5S)-3-ethyl-7-[(4-methoxyphenyl)methoxy]-5-methylhepta-1,3-dienyl]-6-propan-2-yloxy-3,6-dihydro-2H-pyran
• CAS: 320739-93-3
• 化学式: C₂₆H₃₈O₄
• 分子量: 414.585
• InChiKey: XWTSWXNFNXQCSJ-DBWDQQCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R)-2-[(1E,3Z,5S)-3-ethyl-7-[(4-methoxyphenyl)methoxy]-5-methylhepta-1,3-dienyl]-6-propan-2-yloxy-3,6-dihydro-2H-pyran 在 4-甲基苯磺酸吡啶 、 碳酸氢钠 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 (4Z,6E)-(S)-5-Ethyl-7-((R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-3-methyl-hepta-4,6-dien-1-ol
  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：

  (R)-6-formyl-2-isopropyloxy-5,6-dihydro-2H-pyran 、 在 正丁基锂 、 二甲基亚砜 作用下， 以 正己烷 、 甲苯 为溶剂， 以72%的产率得到(2R)-2-[(1E,3Z,5S)-3-ethyl-7-[(4-methoxyphenyl)methoxy]-5-methylhepta-1,3-dienyl]-6-propan-2-yloxy-3,6-dihydro-2H-pyran
  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

文献信息

• Participation of the conjugated diene part for potent cytotoxicity of callystatin A, a spongean polyketide
  作者：Nobutoshi Murakami、Masanori Sugimoto、Tatsuo Nakajima、Motoyuki Kawanishi、Yasuhiro Tsutsui、Motomasa Kobayashi

  DOI：10.1016/s0968-0896(00)00199-1

  日期：2000.11

  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.