4-乙酰氧基-13-{[3-(5,5-二甲基-2,4-二氧代-1,3-恶唑烷-3-基)-2-羟基-3-苯基丙酰基]氧基}-1-羟基-9-氧代-7,10-二{[(2,2,2-三氯乙氧基)羰基]氧基}-5,20-环氧紫杉-11-烯-2-基苯甲酸酯 | 160651-94-5

• 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
• 中文名称: 4-乙酰氧基-13-{[3-(5,5-二甲基-2,4-二氧代-1,3-恶唑烷-3-基)-2-羟基-3-苯基丙酰基]氧基}-1-羟基-9-氧代-7,10-二{[(2,2,2-三氯乙氧基)羰基]氧基}-5,20-环氧紫杉-11-烯-2-基苯甲酸酯
• 英文名称: 3'-de-t-butoxycarbonylamino-3'-<3-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidinyl)>-7,10-O-diTroc-docetaxel
• 英文别名: 3'-De-tert-butoxycarbonylamino-3'-[3-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidinyl)]-7,10-O-bis{[(2,2,2-trichloroethyl)oxy]carbonyl}-docetaxel；[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-(5,5-dimethyl-2,4-dioxo-1,3-oxazolidin-3-yl)-2-hydroxy-3-phenylpropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis(2,2,2-trichloroethoxycarbonyloxy)-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 160651-94-5
• 化学式: C₄₉H₅₁Cl₆NO₁₉
• 分子量: 1170.66
• InChiKey: VRSGCJUFENMYHX-JMVOMOTHSA-N

物化性质

• 溶解度：
  可溶于二氯甲烷、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  75
• 可旋转键数：
  19
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  263
• 氢给体数：
  2
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  4-乙酰氧基-13-{[3-(5,5-二甲基-2,4-二氧代-1,3-恶唑烷-3-基)-2-羟基-3-苯基丙酰基]氧基}-1-羟基-9-氧代-7,10-二{[(2,2,2-三氯乙氧基)羰基]氧基}-5,20-环氧紫杉-11-烯-2-基苯甲酸酯 在 锌 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 0.25h， 以53%的产率得到多西他赛代谢物M4
  参考文献：
  名称：

  Partial synthesis of major human metabolites of docetaxel

  摘要：

  The structures and synthesis of the four major human metabolites of docetaxel are reported. These metabolites, i.e. compounds 3, 4a,b and 5, are side-chain oxidation derivatives. They were prepared by partial synthesis from the previously described amino-taxoid 8 using mixed-carbonates as acylation reagents. In vitro biological activities are detailed.

  DOI：

  10.1016/s0040-4020(01)81761-0
• 作为产物：
  描述：

  N-去-t-叔丁氧羰基-10-去乙酰基-7,10-O-二{[(2,2,2-三氯乙基)氧基]羰基}多西他赛 、 甲基2-甲基-2-{[(1,2,2,2-四氯乙氧基)羰基]氧基}丙酸酯 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以78%的产率得到4-乙酰氧基-13-{[3-(5,5-二甲基-2,4-二氧代-1,3-恶唑烷-3-基)-2-羟基-3-苯基丙酰基]氧基}-1-羟基-9-氧代-7,10-二{[(2,2,2-三氯乙氧基)羰基]氧基}-5,20-环氧紫杉-11-烯-2-基苯甲酸酯
  参考文献：
  名称：

  Partial synthesis of major human metabolites of docetaxel

  摘要：

  The structures and synthesis of the four major human metabolites of docetaxel are reported. These metabolites, i.e. compounds 3, 4a,b and 5, are side-chain oxidation derivatives. They were prepared by partial synthesis from the previously described amino-taxoid 8 using mixed-carbonates as acylation reagents. In vitro biological activities are detailed.

  DOI：

  10.1016/s0040-4020(01)81761-0

文献信息

• Partial synthesis of major human metabolites of docetaxel
  作者：Alain Commerçon、Jean-Dominique Bourzat、Daniel Bézard、Marc Vuilhorgne

  DOI：10.1016/s0040-4020(01)81761-0

  日期：1994.8

  The structures and synthesis of the four major human metabolites of docetaxel are reported. These metabolites, i.e. compounds 3, 4a,b and 5, are side-chain oxidation derivatives. They were prepared by partial synthesis from the previously described amino-taxoid 8 using mixed-carbonates as acylation reagents. In vitro biological activities are detailed.