Acetic acid (R)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester | 213011-54-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Acetic acid (R)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester
• 英文别名: [(2R)-2-(hydroxymethyl)-3-phenylsulfanylpropyl] acetate
• CAS: 213011-54-2
• 化学式: C₁₂H₁₆O₃S
• 分子量: 240.323
• InChiKey: IZMMDPNYCOXDJD-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid (R)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.58h， 生成 (R)-(-)-2-methyl-3-(phenylthio)propan-1-ol
  参考文献：
  名称：

  Asymmetrization of meso-1,3-diols utilising Pseudomonas fluorescens lipase

  摘要：

  A convenient and enantioselective synthesis of monoacetates of meso-1,3-diols 2-substituted with an alkoxymethyl or a thiophenylmethyl group, by enzyme catalyzed acylation, is described. The absolute stereochemistries of two monoacetates were assigned by chemical correlation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00237-7
• 作为产物：
  描述：

  2-Phenylsulfanylmethyl-propane-1,3-diol 、 Acetic acid 2-hydroxymethyl-3-methoxy-propyl ester 在 pseudomonas fluorescens lipase 作用下， 反应 3.0h， 生成 Acetic acid 2-acetoxymethyl-3-phenylsulfanyl-propyl ester 、 Acetic acid (R)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester 、 Acetic acid (S)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester
  参考文献：
  名称：

  Asymmetrization of meso-1,3-diols utilising Pseudomonas fluorescens lipase

  摘要：

  A convenient and enantioselective synthesis of monoacetates of meso-1,3-diols 2-substituted with an alkoxymethyl or a thiophenylmethyl group, by enzyme catalyzed acylation, is described. The absolute stereochemistries of two monoacetates were assigned by chemical correlation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00237-7

文献信息

• Asymmetrization of meso-1,3-diols utilising Pseudomonas fluorescens lipase
  作者：François-René Alexandre、François Huet

  DOI：10.1016/s0957-4166(98)00237-7

  日期：1998.7

  A convenient and enantioselective synthesis of monoacetates of meso-1,3-diols 2-substituted with an alkoxymethyl or a thiophenylmethyl group, by enzyme catalyzed acylation, is described. The absolute stereochemistries of two monoacetates were assigned by chemical correlation. (C) 1998 Elsevier Science Ltd. All rights reserved.