3-methyl-but-2-enoic acid (R)-3-chloromethyl-1-phenethyl-but-3-enyl ester | 940877-13-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-methyl-but-2-enoic acid (R)-3-chloromethyl-1-phenethyl-but-3-enyl ester
• 英文别名: [(3R)-5-(chloromethyl)-1-phenylhex-5-en-3-yl] 3-methylbut-2-enoate
• CAS: 940877-13-4
• 化学式: C₁₈H₂₃ClO₂
• 分子量: 306.832
• InChiKey: DMNYFBVLBBTFGR-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-but-2-enoic acid (R)-3-chloromethyl-1-phenethyl-but-3-enyl ester 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以99%的产率得到3-methyl-but-2-enoic acid (R)-3-iodomethyl-1-phenethyl-but-3-enyl ester
  参考文献：
  名称：

  A New Construction of 2-Alkoxypyrans by an Acylation−Reductive Cyclization Sequence

  摘要：

  A new convergent synthetic approach to a pyran motif common to many naturally occurring structures is described. In this approach, two fragments are joined by esterification, and a subsequent intramolecular reductive cyclization affords the 2-hydroxypyran.

  DOI：

  10.1021/ol070573h
• 作为产物：
  描述：

  (3R)-5-(chloromethyl)-1-phenylhex-5-en-3-ol 、 3-甲基巴豆酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 以76%的产率得到3-methyl-but-2-enoic acid (R)-3-chloromethyl-1-phenethyl-but-3-enyl ester
  参考文献：
  名称：

  A New Construction of 2-Alkoxypyrans by an Acylation−Reductive Cyclization Sequence

  摘要：

  A new convergent synthetic approach to a pyran motif common to many naturally occurring structures is described. In this approach, two fragments are joined by esterification, and a subsequent intramolecular reductive cyclization affords the 2-hydroxypyran.

  DOI：

  10.1021/ol070573h

文献信息

• A New Construction of 2-Alkoxypyrans by an Acylation−Reductive Cyclization Sequence
  作者：Lars V. Heumann、Gary E. Keck

  DOI：10.1021/ol070573h

  日期：2007.5.1

  A new convergent synthetic approach to a pyran motif common to many naturally occurring structures is described. In this approach, two fragments are joined by esterification, and a subsequent intramolecular reductive cyclization affords the 2-hydroxypyran.