| 646031-71-2

• 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
• CAS: 646031-71-2
• 化学式: C₄₆H₈₅NO₉Si₂
• 分子量: 852.353
• InChiKey: XVFFCXYQFGDIHQ-UBEIVEEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.98
• 重原子数：
  58.0
• 可旋转键数：
  26.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  146.77
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 (4S,5R,6S)-4-[(3Z,8Z)-(1R,5S,6S,7S,10S)-6,10-Dihydroxy-11-((2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxo-tetrahydro-pyran-2-yl)-1-hydroxymethyl-3,5,7-trimethyl-undeca-3,8-dienyl]-5-methyl-6-((Z)-(S)-1-methyl-penta-2,4-dienyl)-[1,3]dioxan-2-one
  参考文献：
  名称：

  Synthesis of novel discodermolide analogues with modified hydrogen-bonding donor/acceptor sites

  摘要：

  A series of novel structural analogues of the potent microtubule-stabilizing anticancer agent discodermolide were synthesised, with modifications in the C16-C20 region to create new oxygenated H-bonding donor/acceptor sites for tubulin binding. By starting from an advanced C9-C24 intermediate, fully synthetic discodermolide analogues, incorporating either an additional hydroxyl group 3, an oxetane 4 or a cyclic carbonate 5, were obtained in 10 or 11 steps by using a versatile aldol construction of the C6-C7 bond. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.172
• 作为产物：
  描述：

  (3Z,5S,6S,7R,8S,9R,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis(p-methoxybenzyloxy)-9-[(2,4,6-trimethylphenyl)sulfoxymethyl]-5,7,11,13,15-pentamethyl-hexadeca-1,3,11-trien-8-ol 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 (+)-β-chlorodiisopinocampheylborane 、 18-冠醚-6 、 碘苯二乙酸 、 potassium tert-butylate 、 二异丁基氢化铝 、 potassium carbonate 、 戴斯-马丁氧化剂 、 溶剂黄146 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 tetramethylammonium triacetoxyborohydride 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 35.0h， 生成
  参考文献：
  名称：

  Synthesis of novel discodermolide analogues with modified hydrogen-bonding donor/acceptor sites

  摘要：

  A series of novel structural analogues of the potent microtubule-stabilizing anticancer agent discodermolide were synthesised, with modifications in the C16-C20 region to create new oxygenated H-bonding donor/acceptor sites for tubulin binding. By starting from an advanced C9-C24 intermediate, fully synthetic discodermolide analogues, incorporating either an additional hydroxyl group 3, an oxetane 4 or a cyclic carbonate 5, were obtained in 10 or 11 steps by using a versatile aldol construction of the C6-C7 bond. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.172