(4S,5R)-4-[(1S)-1-methoxyprop-2-enyl]-2,2-dimethyl-1,3-dioxan-5-ol | 1253795-87-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5R)-4-[(1S)-1-methoxyprop-2-enyl]-2,2-dimethyl-1,3-dioxan-5-ol
• CAS: 1253795-87-7
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: ZGOVGCHFALZRHL-VGMNWLOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S,5R)-4-[(1S)-1-methoxyprop-2-enyl]-2,2-dimethyl-1,3-dioxan-5-ol 在 溶剂黄146 作用下， 以 水 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Synthesis of congeners of migrastatin and dorrigocin A from d-xylose

  摘要：

  Migrastatin and dorrigocin A analogues have potential as anti-metastatic agents that act by targeting the actin-bundling protein, fascin. Syntheses of close structural analogues of these agents have been achieved. Wittig and Ando olefination reactions with an aldehyde obtained from D-xylose, respectively, gave two trisubstituted alkene intermediates that were then elaborated into either macrolactone or macrolactam analogues of migrastatin or to an acyclic dorrigocin A analogue. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.141
• 作为产物：
  描述：

  甲基三苯基溴化膦 、 3,5-O-isopropylidene-2-O-methyl-D-xylofuranose 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到(4S,5R)-4-[(1S)-1-methoxyprop-2-enyl]-2,2-dimethyl-1,3-dioxan-5-ol
  参考文献：
  名称：

  Synthesis of congeners of migrastatin and dorrigocin A from d-xylose

  摘要：

  Migrastatin and dorrigocin A analogues have potential as anti-metastatic agents that act by targeting the actin-bundling protein, fascin. Syntheses of close structural analogues of these agents have been achieved. Wittig and Ando olefination reactions with an aldehyde obtained from D-xylose, respectively, gave two trisubstituted alkene intermediates that were then elaborated into either macrolactone or macrolactam analogues of migrastatin or to an acyclic dorrigocin A analogue. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.141

文献信息

• Synthesis of congeners of migrastatin and dorrigocin A from d-xylose
  作者：Ying Zhou、Paul V. Murphy

  DOI：10.1016/j.tetlet.2010.07.141

  日期：2010.10

  Migrastatin and dorrigocin A analogues have potential as anti-metastatic agents that act by targeting the actin-bundling protein, fascin. Syntheses of close structural analogues of these agents have been achieved. Wittig and Ando olefination reactions with an aldehyde obtained from D-xylose, respectively, gave two trisubstituted alkene intermediates that were then elaborated into either macrolactone or macrolactam analogues of migrastatin or to an acyclic dorrigocin A analogue. (C) 2010 Elsevier Ltd. All rights reserved.