ethyl (E,7S,8S)-7-[tert-butyl(dimethyl)silyl]oxy-8-[(4-methoxyphenyl)methoxy]-4-methylnon-4-enoate | 263761-06-4

• 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: ethyl (E,7S,8S)-7-[tert-butyl(dimethyl)silyl]oxy-8-[(4-methoxyphenyl)methoxy]-4-methylnon-4-enoate
• CAS: 263761-06-4
• 化学式: C₂₆H₄₄O₅Si
• 分子量: 464.718
• InChiKey: MYAYCOZGEDMACG-NAAXUBAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.67
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (E,7S,8S)-7-[tert-butyl(dimethyl)silyl]oxy-8-[(4-methoxyphenyl)methoxy]-4-methylnon-4-enoate 在 正丁基锂 、 二异丁基氢化铝 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 生成 (E)-5-[(2R,3S)-3-[(E,2S)-2-[tert-butyl(dimethyl)silyl]oxy-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-enyl]-2-methyloxiran-2-yl]-1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pent-2-en-1-one
  参考文献：
  名称：

  Epothilone B and its Derivatives as Novel Antitumor Drugs: Total and Partial Synthesis and Biological Evaluation

  摘要：

  Microtubule stabilizing natural products, as exemplified by paclitaxel (taxol(R)), are being considered as novel drugs against malignant therapy resistent solid tumors. Among these compounds, epothilone B and some of its derivatives have emerged as particularly promising candidates for industrial development. The total and partial syntheses of these compounds are described in detail, and some of the most important recent results on their biological activity are discussed.

  DOI：

  10.1007/s007060070099
• 作为产物：
  描述：

  (3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)pentanal 在 丙酸 作用下， 以 四氢呋喃 、 xylene 为溶剂， 反应 14.75h， 生成 ethyl (E,7S,8S)-7-[tert-butyl(dimethyl)silyl]oxy-8-[(4-methoxyphenyl)methoxy]-4-methylnon-4-enoate
  参考文献：
  名称：

  How Stable Are Epoxides? A Novel Synthesis of Epothilone B

  摘要：

  DOI：

  10.1002/(sici)1521-3773(20000204)39:3<581::aid-anie581>3.0.co;2-w

文献信息

• Epothilone B and its Derivatives as Novel Antitumor Drugs: Total and Partial Synthesis and Biological Evaluation
  作者：Johann Mulzer

  DOI：10.1007/s007060070099

  日期：2000.3.16

  Microtubule stabilizing natural products, as exemplified by paclitaxel (taxol(R)), are being considered as novel drugs against malignant therapy resistent solid tumors. Among these compounds, epothilone B and some of its derivatives have emerged as particularly promising candidates for industrial development. The total and partial syntheses of these compounds are described in detail, and some of the most important recent results on their biological activity are discussed.
• How Stable Are Epoxides? A Novel Synthesis of Epothilone B
  作者：Harry J. Martin、Martina Drescher、Johann Mulzer

  DOI：10.1002/(sici)1521-3773(20000204)39:3<581::aid-anie581>3.0.co;2-w

  日期：2000.2.4