(R)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones | 136033-08-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones
• CAS: 136033-08-4
• 化学式: C₉H₁₃ClO₄
• 分子量: 220.653
• InChiKey: DXRBWHYBDUYDBE-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones 在 二甲基硫 、 臭氧 作用下， 生成 S(-)-4-氯-3-羟基丁酸乙酯
  参考文献：
  名称：

  Lipase-catalyzed asymmetric synthesis of 6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones and their conversion to chiral 5,6-epoxyhexanoates

  摘要：

  Highly enantioselective syntheses of (R)- and (S)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones by means of lipase-catalyzed kinetic resolutions are described. Chiral dioxinones thus obtained have been converted to optically active 5,6-epoxyhexanoates, which are important precursors for a series of biologically active compounds.

  DOI：

  10.1016/s0957-4166(00)82114-x
• 作为产物：
  描述：

  (-)-2,2-dimethyl-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-one 在 乙酸乙烯酯 、 Amano PS 作用下， 反应 168.0h， 生成 Acetic acid (S)-1-chloromethyl-2-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-ethyl ester 、 (R)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones
  参考文献：
  名称：

  Lipase-catalyzed asymmetric synthesis of 6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones and their conversion to chiral 5,6-epoxyhexanoates

  摘要：

  Highly enantioselective syntheses of (R)- and (S)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones by means of lipase-catalyzed kinetic resolutions are described. Chiral dioxinones thus obtained have been converted to optically active 5,6-epoxyhexanoates, which are important precursors for a series of biologically active compounds.

  DOI：

  10.1016/s0957-4166(00)82114-x