(S)-1-pivaloyloxypropan-2,3-diol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: (S)-1-pivaloyloxypropan-2,3-diol
• 英文别名: [(2S)-2,3-dihydroxypropyl] 2,2-dimethylpropanoate
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: IKYNLTMLACBIBG-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-hydroxy-3-pivaloyloxypropan-2-one 在 baker's yeast 、 葡萄糖 作用下， 以 phosphate buffer 、 乙醇 为溶剂， 反应 24.0h， 生成 2,2-Dimethyl-propionic acid (R)-2,3-dihydroxy-propyl ester 、 (S)-1-pivaloyloxypropan-2,3-diol
  参考文献：
  名称：

  Baker's yeast mediated reduction of dihydroxyacetone derivatives

  摘要：

  Several monoprotected dihydroxyacetone derivatives 4a-d and their acetates 5a-d were prepared and subjected to biotransformation with baker's yeast. The simple chemical modification of the substrates (i.e. transforming the relatively small hydrophilic hydroxymethyl group into a larger hydrophobic acetoxymethyl moiety) inverted the sense of enantiotope selectivity of these reductions yielding optically active diols 6a-d, or their enantiomeric acetates (7a-d) and diols (ent-6a-d), respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00415-2

文献信息

• Baker's yeast mediated reduction of dihydroxyacetone derivatives
  作者：József Bálint、Gabriella Egri、Attila Kolbert、Csilla Dianóczky、Elemér Fogassy、Lajos Novák、László Poppe

  DOI：10.1016/s0957-4166(99)00415-2

  日期：1999.10

  Several monoprotected dihydroxyacetone derivatives 4a-d and their acetates 5a-d were prepared and subjected to biotransformation with baker's yeast. The simple chemical modification of the substrates (i.e. transforming the relatively small hydrophilic hydroxymethyl group into a larger hydrophobic acetoxymethyl moiety) inverted the sense of enantiotope selectivity of these reductions yielding optically active diols 6a-d, or their enantiomeric acetates (7a-d) and diols (ent-6a-d), respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.