(R)-2-(氯甲基)-1,4-二噁螺[4.5]癸烷 | 139892-53-8

• 物质功能分类: 有机原料 - 螺环化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (R)-2-(氯甲基)-1,4-二噁螺[4.5]癸烷
• 英文名称: (R)-2-Chloromethyl-1,4-dioxa-spiro[4.5]decane
• 英文别名: (R)-2-(Chloromethyl)-1,4-dioxaspiro[4.5]decane；(3R)-3-(chloromethyl)-1,4-dioxaspiro[4.5]decane
• CAS: 139892-53-8
• 化学式: C₉H₁₅ClO₂
• 分子量: 190.67
• InChiKey: XGQRXAWHKWEULC-QMMMGPOBSA-N

物化性质

• 沸点：
  272℃
• 密度：
  1.15
• 闪点：
  106℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-(氯甲基)-1,4-二噁螺[4.5]癸烷 在 氢氧化钾 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 1.5h， 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：

  (R)-(-)-3-氯-1,2-丙二醇 、 环己酮 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 (R)-2-(氯甲基)-1,4-二噁螺[4.5]癸烷
  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

• Enzymatic resolution of 2,2-disubstituted-1,3-dioxolane-4-methanol carboxylic esters
  作者：Vassilia Partali、Alf Glein Melbye、Thor Alvik、Thorleif Anthonsen

  DOI：10.1016/s0957-4166(00)82313-7

  日期：——

  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.