(2,3-Dihydroxy-3-methylbutyl) acetate | 139710-44-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,3-Dihydroxy-3-methylbutyl) acetate
• CAS: 139710-44-4
• 化学式: C₇H₁₄O₄
• 分子量: 162.186
• InChiKey: QHCCVADCWSKBEG-UHFFFAOYSA-N

物化性质

• 沸点：
  264.7±20.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  3-Acetoxymethyl-2,2-dimethyloxirane 在 bis(3-methylpenta-2,4-dionato)nickel(II) 反-2-辛烯醛 、 4 A molecular sieve 、 氧气 作用下， 以 1,2-二氯乙烷 为溶剂， 100.0 ℃ 、607.95 kPa 条件下， 反应 4.0h， 生成 (2,3-Dihydroxy-3-methylbutyl) acetate 、 (1,3-Dihydroxy-3-methylbutan-2-yl) acetate
  参考文献：
  名称：

  Ni(II)配合物催化分子氧缩水甘油酯制备甘油单酯的新方法

  摘要：

  在催化量的双（3-甲基-2,4-戊二酮基）镍（II）（Ni（mac）2）存在下，各种缩水甘油酯被转化为相应的甘油单酯衍生物，分子氧从良好到高产量。

  DOI：

  10.1246/cl.1992.231

文献信息

• Kinetic resolution of acyclic 1,2-diols using a sequential lipase-catalyzed transesterification in organic solvents
  作者：Fritz Theil、Judith Weidner、Sibylle Ballschuh、Annamarie Kunath、Hans Schick

  DOI：10.1021/jo00081a018

  日期：1994.1

  A method for the kinetic resolution of 3-(aryloxy)-1,2-propanediols rac-1a-n without additional protection-deprotection steps using a lipase-catalyzed sequential transesterification with lipase amnno PS has been developed. In the first step of this one-pot procedure the racemic 1,2-diols are acylated regioselectively at the primary hydroxy group without enantioselection. The subsequent acylation at the secondary hydroxy group of the formed primary monoacetate is responsible for high enantioselection. The enantioselectivity of this transformation depends significantly on the substitution pattern of the aryl ring and the organic solvent used. 3-(Aryloxy)-1,2-propanediols with substituents in the para-position show a much higher enantioselectivity than the corresponding derivatives with ortho-substituents. Among other substrates, the pharmaceuticals Mephenesin, Guaifenesin, and Chlorphenesin have been resolved. The replacement of the aryloxy by alkyl substituent causes a dramatic decrease of enantioselectivity.
• A Novel Method for Preparation of Glycerol Monoesters from Glycidyl Esters with Molecular Oxygen Catalyzed by Ni(II) Complex
  作者：Teruaki Mukaiyama、Kiyomi Imagawa、Tohru Yamada、Toshihiro Takai

  DOI：10.1246/cl.1992.231

  日期：1992.2

  In the presence of a catalytic amount of bis(3-methyl-2,4-pentanedionato)nickel(II) (Ni(mac)2), various glycidyl esters are converted into the corresponding glycerol monoester derivatives with molecular oxygen in good to high yields.

  在催化量的双（3-甲基-2,4-戊二酮基）镍（II）（Ni（mac）2）存在下，各种缩水甘油酯被转化为相应的甘油单酯衍生物，分子氧从良好到高产量。