(3S,5S,6S)-5,6-Dimethoxy-3,5,6-trimethyl-[1,4]dioxan-2-one | 835640-79-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,5S,6S)-5,6-Dimethoxy-3,5,6-trimethyl-[1,4]dioxan-2-one
• 英文别名: (3S,5S,6S)-5,6-Dimethoxy-3,5,6-trimethyl-1,4-dioxan-2-one；(3S,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-1,4-dioxan-2-one
• CAS: 835640-79-4
• 化学式: C₉H₁₆O₅
• 分子量: 204.223
• InChiKey: FTBALZPQHIJSCO-XVYDVKMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,3S)-5-chloromethyl-2,3-dimethoxy-2,3-dimethyl-[1,4]dioxane 在 potassium tert-butylate 、 臭氧 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (3S,5S,6S)-5,6-Dimethoxy-3,5,6-trimethyl-[1,4]dioxan-2-one
  参考文献：
  名称：

  Butane-2,3-Diacetal-Desymmetrized Glycolic Acid—A New Building Block for the Stereoselective Synthesis of Enantiopureα-Hydroxy Acids

  摘要：

  According to a chiral memory protocol, a chiral glycolic acid equivalent, the butane-2,3-diacetal-desymmetrized glycolate 2, is obtained from chiral 3-halopropane-1,2-diols 1. Compound 2 is a new and effective building block for the synthesis of mono- and dialkylated α-hydroxy acids 3, which constitute a biologically and pharmacologically important structural motif.

  DOI：

  10.1002/1521-3773(20010803)40:15<2906::aid-anie2906>3.0.co;2-5

文献信息

• Butane-2,3-Diacetal-Desymmetrized Glycolic Acid—A New Building Block for the Stereoselective Synthesis of Enantiopureα-Hydroxy Acids
  作者：Elena Díez、Darren J. Dixon、Steven V. Ley

  DOI：10.1002/1521-3773(20010803)40:15<2906::aid-anie2906>3.0.co;2-5

  日期：2001.8.3

  According to a chiral memory protocol, a chiral glycolic acid equivalent, the butane-2,3-diacetal-desymmetrized glycolate 2, is obtained from chiral 3-halopropane-1,2-diols 1. Compound 2 is a new and effective building block for the synthesis of mono- and dialkylated α-hydroxy acids 3, which constitute a biologically and pharmacologically important structural motif.