butyl 2-(methylthio)-3-hydroxy-3-phenylpropionate | 131491-15-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: butyl 2-(methylthio)-3-hydroxy-3-phenylpropionate
• 英文别名: butyl (2S,3S)-3-hydroxy-2-methylsulfanyl-3-phenylpropanoate
• CAS: 131491-15-1；131491-16-2
• 化学式: C₁₄H₂₀O₃S
• 分子量: 268.377
• InChiKey: APTJXCWQBRXSCP-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R,3R)-3-Acetoxy-2-methylsulfanyl-3-phenyl-propionic acid butyl ester 在 phosphate buffer 作用下， 反应 264.0h， 生成 butyl 2-(methylthio)-3-hydroxy-3-phenylpropionate 、 (2R,3R)-3-Hydroxy-2-methylsulfanyl-3-phenyl-propionic acid butyl ester
  参考文献：
  名称：

  Design of .alpha.-alkyl-.beta.-hydroxy esters suitable for providing optical resolution by lipase hydrolysis

  摘要：

  A study of the lipase-catalyzed hydrolyses of various alpha-substituted beta-acetoxy esters revealed that a sulfur functional group in the ester, which could play an important role in the stereorecognition by lipase A6 (Aspergillus sp.) and an anti conformation in the ester, promotes satisfactory results in the hydrolysis.

  DOI：

  10.1021/jo00002a054

文献信息

• Design of .alpha.-alkyl-.beta.-hydroxy esters suitable for providing optical resolution by lipase hydrolysis
  作者：Toshiyuki Itoh、Keiko Kuroda、Miki Tomosada、Yumiko Takagi

  DOI：10.1021/jo00002a054

  日期：1991.1

  A study of the lipase-catalyzed hydrolyses of various alpha-substituted beta-acetoxy esters revealed that a sulfur functional group in the ester, which could play an important role in the stereorecognition by lipase A6 (Aspergillus sp.) and an anti conformation in the ester, promotes satisfactory results in the hydrolysis.