(R)-2-(benzyloy)-3,3-difluorobutyronitrile | 138833-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-2-(benzyloy)-3,3-difluorobutyronitrile
• 英文别名: (R)-2-benzyloxy-3,3-difluorobutyronitrile；(2R)-3,3-difluoro-2-phenylmethoxybutanenitrile
• CAS: 138833-12-2
• 化学式: C₁₁H₁₁F₂NO
• 分子量: 211.211
• InChiKey: GHDAIPMICCPUCA-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-2-(benzyloxy)-3,3-difluorobutanal 在 三氟甲磺酸酐 、 羟胺 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (R)-2-(benzyloy)-3,3-difluorobutyronitrile
  参考文献：
  名称：

  A new entry to homochiral difluorinated compounds

  摘要：

  Some homochiral compounds containing a difluoromethylene unit along with oxygen and nitrogen functionalities have been obtained starting from alpha,alpha-difluorocarboxylic esters and (+)-(R)-methyl p-tolyl sulfoxide.

  DOI：

  10.1016/s0957-4166(00)82007-8

文献信息

• A new entry to homochiral difluorinated compounds
  作者：Pierfrancesco Bravo、Massimo Pregnolato、Giuseppe Resnati

  DOI：10.1016/s0957-4166(00)82007-8

  日期：1991.1

  Some homochiral compounds containing a difluoromethylene unit along with oxygen and nitrogen functionalities have been obtained starting from alpha,alpha-difluorocarboxylic esters and (+)-(R)-methyl p-tolyl sulfoxide.
• Asymmetric synthesis of oxygen- and nitrogen-substituted difluoromethylene products
  作者：Pierfrancesco Bravo、Massimo Pregnolato、Giuseppe Resnati

  DOI：10.1021/jo00035a035

  日期：1992.4

  1,1-Difluoroalkyl sulfinylmethyl ketones 3 are synthesized in enantiomerically pure form through acylation of (+)-(R)-methyl p-tolyl sulfoxide (1) with alpha,alpha-difluorocarboxylates 2. These ketones have been reduced with complete diastereoselection to give the corresponding alcohols. Removal of the auxiliary sulfinyl group and further elaborations afforded enantiomerically pure 2-(benzyloxy)-3,3-difluoro alcohols, esters, oximes, hydroxylamines, and nitriles.