丁酸,1,4-二氧杂螺[4.5]癸-2-基甲基酯,(R)- | 139892-54-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 丁酸,1,4-二氧杂螺[4.5]癸-2-基甲基酯,(R)-
• 英文名称: Butyric acid (R)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)methyl ester
• 英文别名: Butanoic acid, 1,4-dioxaspiro[4.5]dec-2-ylmethyl ester, (R)-；[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]methyl butanoate
• CAS: 139892-54-9
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: QGXJPEWSWNRRPT-NSHDSACASA-N

物化性质

• 沸点：
  331.7±22.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  丁酸,1,4-二氧杂螺[4.5]癸-2-基甲基酯,(R)- 在 氢氧化钾 作用下， 生成 D-alpha,beta-环己亚基甘油
  参考文献：
  名称：

  Enzymatic resolution of 2,2-disubstituted-1,3-dioxolane-4-methanol carboxylic esters

  摘要：

  The enantioselectivity of enzymatic hydrolysis of carboxylic esters of various 1,2-ketals of glycerol has been investigated. The influence of the ketal group has been studied. A number of lipases and proteinases have been tested and the best enantioselectivity was obtained with proteinase from Aspergillus oryzae which gave an E-value of 9 with 2,2-dimethyl-1,3-dioxolane-4-methanol butanoate. Variations in the acyl part revealed that butanoyl was optimal. All hydrolysis products have been synthesised in homochiral forms from homochiral starting materials.

  DOI：

  10.1016/s0957-4166(00)82313-7
• 作为产物：
  描述：

  环己酮 在 对甲苯磺酸 作用下， 以 六甲基磷酰三胺 、 甲苯 为溶剂， 反应 1.5h， 生成 丁酸,1,4-二氧杂螺[4.5]癸-2-基甲基酯,(R)-
  参考文献：
  名称：

  Enzymatic resolution of 2,2-disubstituted-1,3-dioxolane-4-methanol carboxylic esters

  摘要：

  The enantioselectivity of enzymatic hydrolysis of carboxylic esters of various 1,2-ketals of glycerol has been investigated. The influence of the ketal group has been studied. A number of lipases and proteinases have been tested and the best enantioselectivity was obtained with proteinase from Aspergillus oryzae which gave an E-value of 9 with 2,2-dimethyl-1,3-dioxolane-4-methanol butanoate. Variations in the acyl part revealed that butanoyl was optimal. All hydrolysis products have been synthesised in homochiral forms from homochiral starting materials.

  DOI：

  10.1016/s0957-4166(00)82313-7

文献信息

• Optically active 1,3-dioxolane-4-methanols. Lipase-catalysed acylation of racemic ketals and diastereomeric acetals
  作者：Eero Vänttinen、Liisa T. Kanerva

  DOI：10.1016/0957-4166(96)00394-1

  日期：1996.10

  The acylation of 13 different 2-mono- or disubstituted 1,3-dioxolane-4-methanols by lipase AK (lipase from Pseudomonas sp.) catalysis in diisopropyl ether has been studied. In the case of monosubstitution, the stereochemical outcome for the acylation of a racemic diastereomeric mixture is considered using graphs which are based on the determined selectivity ratios. The gram-scale separation of the mixture of cis- and trans-1,2-benzylideneglycerols as well as the mixture of 1,2- and 1,3-benzylideneglycerols, through the lipase AK-catalysed acylation has been described. Copyright (C) 1996 Elsevier Science Ltd