2-benzhydrylsulfanyl-N-hydroxyacetamide | 63547-44-4

• 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: 2-benzhydrylsulfanyl-N-hydroxyacetamide
• 英文别名: 2-[(diphenylmethyl)sulfanyl]-N-hydroxyacetamide
• CAS: 63547-44-4
• 化学式: C₁₅H₁₅NO₂S
• 分子量: 273.356
• InChiKey: UZYHNABIVREYIR-UHFFFAOYSA-N

物化性质

• 熔点：
  111～113℃
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2-benzhydrylsulfanyl-N-hydroxyacetamide 在 双氧水 、 溶剂黄146 作用下， 以72%的产率得到艾捉非尼
  参考文献：
  名称：

  Synthesis and determination of the absolute configuration of the enantiomers of modafinil

  摘要：

  The asymmetric synthesis of both enantiomers of modafinil, a unique CNS stimulant with a reduced abuse liability, is described. This approach effectively prepares modafinil on a multigram scale in several steps from benzhydrol. The described synthetic route has also been used to produce the more water soluble analogue, adrafinil. X-ray crystallographic analysis on (diphenylmethanesulfinyl)acetic acid has determined the absolute configuration to be R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.039
• 作为产物：
  描述：

  2-苯甲硫基乙酸 在 氢氧化钾 、 硫酸 、 盐酸羟胺 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 2-benzhydrylsulfanyl-N-hydroxyacetamide
  参考文献：
  名称：

  Synthesis and determination of the absolute configuration of the enantiomers of modafinil

  摘要：

  The asymmetric synthesis of both enantiomers of modafinil, a unique CNS stimulant with a reduced abuse liability, is described. This approach effectively prepares modafinil on a multigram scale in several steps from benzhydrol. The described synthetic route has also been used to produce the more water soluble analogue, adrafinil. X-ray crystallographic analysis on (diphenylmethanesulfinyl)acetic acid has determined the absolute configuration to be R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.039

文献信息

• Synthesis and determination of the absolute configuration of the enantiomers of modafinil
  作者：Thomas Prisinzano、John Podobinski、Kevin Tidgewell、Min Luo、Dale Swenson

  DOI：10.1016/j.tetasy.2004.01.039

  日期：2004.3

  The asymmetric synthesis of both enantiomers of modafinil, a unique CNS stimulant with a reduced abuse liability, is described. This approach effectively prepares modafinil on a multigram scale in several steps from benzhydrol. The described synthetic route has also been used to produce the more water soluble analogue, adrafinil. X-ray crystallographic analysis on (diphenylmethanesulfinyl)acetic acid has determined the absolute configuration to be R. (C) 2004 Elsevier Ltd. All rights reserved.