(3R,4R)-2-(Z-bromomethylene)-3,4-epoxyoxolane | 144540-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (3R,4R)-2-(Z-bromomethylene)-3,4-epoxyoxolane
• 英文别名: (1R,2Z,5R)-2-(bromomethylidene)-3,6-dioxabicyclo[3.1.0]hexane
• CAS: 144540-69-2
• 化学式: C₅H₅BrO₂
• 分子量: 176.997
• InChiKey: DMQMDHABFMFPNI-RBVYQSDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Butyric acid (2R,3S)-3-bromoethynyl-oxiranylmethyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 (3R,4R)-2-(Z-bromomethylene)-3,4-epoxyoxolane
  参考文献：
  名称：

  Base-promoted intramolecular cyclization of bromoacetylenic alcohol derivatives

  摘要：

  5-Bromo-2,3-epoxy-4-pentyn-1-ol 6a, the corresponding esters 1a, 2a and the silyl protected form 5a could be intramolecularly cyclized under mildly basic conditions or with a catalytic amount of base. 1-Bromoethynyl-2-hydroxymethyl-cyclopropane 6b and its derivatives 2b and 5b could also be cyclized under the same conditions.

  DOI：

  10.1016/s0040-4039(00)61229-7

文献信息

• Base-promoted intramolecular cyclization of bromoacetylenic alcohol derivatives
  作者：D. Grandjean、P. Pale、J. Chuche

  DOI：10.1016/s0040-4039(00)61229-7

  日期：1992.8

  5-Bromo-2,3-epoxy-4-pentyn-1-ol 6a, the corresponding esters 1a, 2a and the silyl protected form 5a could be intramolecularly cyclized under mildly basic conditions or with a catalytic amount of base. 1-Bromoethynyl-2-hydroxymethyl-cyclopropane 6b and its derivatives 2b and 5b could also be cyclized under the same conditions.