prop-2-enyl (E)-4-[(4S,6R,7S,9E)-16-methoxy-6-(methoxymethoxy)-7-methyl-2-oxo-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraen-4-yl]but-2-enoate | 320573-57-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: prop-2-enyl (E)-4-[(4S,6R,7S,9E)-16-methoxy-6-(methoxymethoxy)-7-methyl-2-oxo-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraen-4-yl]but-2-enoate
• CAS: 320573-57-7
• 化学式: C₂₆H₃₄O₇
• 分子量: 458.552
• InChiKey: MLLQAOOPBFZPDK-CRTFFQGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  prop-2-enyl (E)-4-[(4S,6R,7S,9E)-16-methoxy-6-(methoxymethoxy)-7-methyl-2-oxo-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraen-4-yl]but-2-enoate 在 四(三苯基膦)钯 吗啉 、 咪唑 、 叠氮磷酸二苯酯 、 三溴化硼 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 20.0h， 生成 (4S,6R,7S,9E)-6,16-bis[[tert-butyl(dimethyl)silyl]oxy]-4-[(E)-3-isocyanatoprop-2-enyl]-7-methyl-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraen-2-one
  参考文献：
  名称：

  Synthesis and Initial Structure−Activity Relationships of Modified Salicylihalamides

  摘要：

  [GRAPHICS]The first stereoselective total synthesis of the potent antitumor compound (-)-salicylihalamide A is presented. The practicality of our approach provides for high material throughput and is highlighted by the rapid construction of a variety of modified congeners. Initial structure-activity relationships are derived from growth inhibition experiments with a human melanoma cancer cell line.

  DOI：

  10.1021/ol0068086
• 作为产物：
  描述：

  (12E)-(7S,9R,10S)-7-(2-hydroxyethyl)-4-methoxy-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclodecen-5-one 在 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 prop-2-enyl (E)-4-[(4S,6R,7S,9E)-16-methoxy-6-(methoxymethoxy)-7-methyl-2-oxo-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraen-4-yl]but-2-enoate
  参考文献：
  名称：

  Synthesis and Initial Structure−Activity Relationships of Modified Salicylihalamides

  摘要：

  [GRAPHICS]The first stereoselective total synthesis of the potent antitumor compound (-)-salicylihalamide A is presented. The practicality of our approach provides for high material throughput and is highlighted by the rapid construction of a variety of modified congeners. Initial structure-activity relationships are derived from growth inhibition experiments with a human melanoma cancer cell line.

  DOI：

  10.1021/ol0068086

文献信息

• Synthesis and Initial Structure−Activity Relationships of Modified Salicylihalamides
  作者：Yusheng Wu、Olga R. Seguil、Jef K. De Brabander

  DOI：10.1021/ol0068086

  日期：2000.12.1

  [GRAPHICS]The first stereoselective total synthesis of the potent antitumor compound (-)-salicylihalamide A is presented. The practicality of our approach provides for high material throughput and is highlighted by the rapid construction of a variety of modified congeners. Initial structure-activity relationships are derived from growth inhibition experiments with a human melanoma cancer cell line.