(2R,3S)-3-Hydroxy-2-methyl-thiobutyric acid S-ethyl ester | 107290-95-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3S)-3-Hydroxy-2-methyl-thiobutyric acid S-ethyl ester
• 英文别名: S-ethyl (2R,3S)-3-hydroxy-2-methylbutanethioate
• CAS: 107290-95-9
• 化学式: C₇H₁₄O₂S
• 分子量: 162.253
• InChiKey: QJOBBNKFJQYTFN-RITPCOANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-Acetyl-thiol-propionsaeure-ethylester 以62%的产率得到
  参考文献：
  名称：

  ITOH, TOSHIYUKI;SATO, TOSHIO;FUJISAWA, TAMOTSU, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM.,(1987) N 7, 1414-1423

  摘要：

  DOI：

文献信息

• Stereocontrol by introduction of a sulfur functional group in the asymmetric reduction of β-ketoesters with baker's yeast; preparation of optically pure 3s-hydroxydithioesters as a new chiral synthon of natural product synthesis
  作者：Toshiyuki Itoh、Yoshihiro Yonekawa、Toshio Sato、Tamotsu Fujisawa

  DOI：10.1016/s0040-4039(00)85223-5

  日期：1986.1

  Asymmetric reduction of β-ketothioester derivatives with baker's yeast produced the corresponding optically pure 3S-hydroxyethioesters, which are useful chiral building blocks in organic synthesis. The utility of the present method was demonstrated in the stereoselective synthesis of sex attractant of pine saw-fly, (2S,3S,7S)-5,7-dimethylpentadec-2-yl acetate from the SS-hydroxy esters.

  用面包酵母不对称还原β-酮硫酯衍生物可产生相应的旋光纯3S-羟基硫代酯，它们在有机合成中是有用的手性结构单元。本方法的实用性在由SS-羟基酯立体选择性合成松木蝇，（2S，3S，7S）-5,7-二甲基戊二-2-乙酸基酯的性引诱剂中得到证明。
• Mukaiyama, Teruaki; Asanuma, Hajime; Hachiya, Iwao, Chemistry Letters, 1991, p. 1209 - 1212
  作者：Mukaiyama, Teruaki、Asanuma, Hajime、Hachiya, Iwao、Harada, Tsunehiro、Kobayashi, Shu

  DOI：——

  日期：——