(+)-3(S)-Hydroxybutansaeure-neopentylester | 86967-68-2

• 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: (+)-3(S)-Hydroxybutansaeure-neopentylester
• 英文别名: neopentyl (S)-3-hydroxybutanoate；Butanoic acid, 3-hydroxy-, 2,2-dimethylpropyl ester, (3S)-；2,2-dimethylpropyl (3S)-3-hydroxybutanoate
• CAS: 86967-68-2
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: ZVRWXKCBOLAVEB-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Acetessigsaeure-neopentylester 在 2-戊醇 、 2-(N-morpholino)ethanesulfonic acid buffer 、 β-烟酰胺腺嘌呤二核苷酸 作用下， 反应 24.0h， 以99%的产率得到(+)-3(S)-Hydroxybutansaeure-neopentylester
  参考文献：
  名称：

  念珠菌的丙酮粉末不对称还原酮

  摘要：

  用Geditrichum candidum的丙酮粉末用2-链烷醇还原剂还原酮，可以高收率得到相应的（S）-醇，其ee极好。

  DOI：

  10.1016/0040-4039(96)00073-1

文献信息

• Asymmetric Reduction of Ketones by the Acetone Powder of <i>Geotrichum </i><i>c</i><i>andidum</i>
  作者：K. Nakamura、T. Matsuda

  DOI：10.1021/jo9812779

  日期：1998.11.1

  Aromatic ketones, beta-keto esters, and simple aliphatic ketones were reduced with excellent selectivity to the corresponding (S)-alcohols by using the acetone powder of Geotrichum candidum. This method is superior in reactivity and stereoselectivity to reduction by the whole-cell. The experimental conditions for the reduction system such as ratio of the biocatalyst to the substrate, kinds of coenzymes, alcohol for coenzyme regeneration, and buffer, pH, and reaction temperature were investigated, and stability and preservability of the biocatalyst were also examined. This method is very convenient for the synthesis of optically pure alcohols on a gram scale.
• Tacke, Reinhold; Linoh, Haryanto; Stumpf, Burghard, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1983, vol. 38, # 5, p. 616 - 620
  作者：Tacke, Reinhold、Linoh, Haryanto、Stumpf, Burghard、Abraham, Wolf-Rainer、Kieslich, Klaus、Ernst, Ludger

  DOI：——

  日期：——