tributyl-[(1E,3R,5E)-6-chloro-3-methoxyhexa-1,5-dienyl]stannane | 1009837-94-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: tributyl-[(1E,3R,5E)-6-chloro-3-methoxyhexa-1,5-dienyl]stannane
• CAS: 1009837-94-8
• 化学式: C₁₉H₃₇ClOSn
• 分子量: 435.665
• InChiKey: PVVVQNUNRIEKFC-YXFYPFQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tributyl-[(1E,3R,5E)-6-chloro-3-methoxyhexa-1,5-dienyl]stannane 、 (4R,6R)-6-[(E,1R)-3-iodo-1-tri(propan-2-yl)silyloxybut-2-enyl]-4-methoxyoxan-2-one 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex Tetrabutylammoniumsalz der Diphenylphosphinsaeure 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Phorboxazole Congeners Leading to the Discovery and Preparative-Scale Synthesis of (+)-Chlorophorboxazole A Possessing Picomolar Human Solid Tumor Cell Growth Inhibitory Activity

  摘要：

  Highly convergent syntheses of eight phorboxazole congeners and their evaluation against a diverse panel of human solid tumor cancer cell lines have been achieved. Specifically, the C(45-46) alkyne, alkene, and alkane phorboxazole A analogues [(+)-4-(+)-6] were constructed and found to display single digit nanomolar cell growth inhibitory activities in a series of human cancer cell lines. The structurally simplified C(11-15)-acetal congener (+)-20Z also proved potent albeit reduced (cf. 34.6 nM) when evaluated against the same cell line panel. Importantly, (+)-C(46)-chlorophorboxazole A (3) displayed picomolar (pM) inhibitory activity in several cell lines.

  DOI：

  10.1021/jo701816h

文献信息

• Synthesis and Biological Evaluation of Phorboxazole Congeners Leading to the Discovery and Preparative-Scale Synthesis of (+)-Chlorophorboxazole A Possessing Picomolar Human Solid Tumor Cell Growth Inhibitory Activity
  作者：Amos B. Smith、Thomas M. Razler、Regina M. Meis、George R. Pettit

  DOI：10.1021/jo701816h

  日期：2008.2.1

  Highly convergent syntheses of eight phorboxazole congeners and their evaluation against a diverse panel of human solid tumor cancer cell lines have been achieved. Specifically, the C(45-46) alkyne, alkene, and alkane phorboxazole A analogues [(+)-4-(+)-6] were constructed and found to display single digit nanomolar cell growth inhibitory activities in a series of human cancer cell lines. The structurally simplified C(11-15)-acetal congener (+)-20Z also proved potent albeit reduced (cf. 34.6 nM) when evaluated against the same cell line panel. Importantly, (+)-C(46)-chlorophorboxazole A (3) displayed picomolar (pM) inhibitory activity in several cell lines.