(4R,6R)-6-(hydroxymethyl)-4-methyltetrahydro-2H-pyran-2-one | 1427207-34-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (4R,6R)-6-(hydroxymethyl)-4-methyltetrahydro-2H-pyran-2-one
• 英文别名: (4R,6R)-6-(hydroxymethyl)-4-methyloxan-2-one
• CAS: 1427207-34-8
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: QXJCAXZPLMIRLB-PHDIDXHHSA-N

物化性质

• 沸点：
  299.8±13.0 °C(Predicted)
• 密度：
  1.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R,6R)-6-(hydroxymethyl)-4-methyltetrahydro-2H-pyran-2-one 在 sodium tetrahydroborate 、 periodic acid dihydrate 、 水 、 4-甲基苯磺酸吡啶 、 三乙胺 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 75.0h， 生成 methyl 3-(R)-methyl-5-hydroxypentanoate
  参考文献：
  名称：

  (4R,6R)-6-(hydroxymethyl)-4-methyltetrahydro-2H-pyran-2-one in the synthesis of polyfunctional compounds with the methyl-branched carbon skeleton

  摘要：

  A simple and efficient asymmetrical synthesis was performed of a convenient bifunctional building block, methyl (R)-5,5-dimethoxy-3-methylpentanoate and its (S)-enantiomer. The possibility was shown of its application to the synthesis of insect pheromones.

  DOI：

  10.1134/s1070428013020127

文献信息

• ((2S,4R)-4,6-DIHYDROXYTETRAHYDRO-2H-PYRAN-2-YL)METHYL CARBOXYLATE AND PROCESS FOR THE PRODUCTION THEREOF
  申请人：Cluzeau Jerome

  公开号：US20110046375A1

  公开（公告）日：2011-02-24

  The present invention relates to ((2S,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl)methyl carboxylates and a process for the production thereof. Furthermore, the present invention relates to a process for the production of statins and in particular of Rosuvastatin and derivates thereof, wherein the above mentioned compounds are used as intermediates.

  本发明涉及（（2S,4R）-4,6-二羟基四氢-2H-吡喃-2-基）甲基羧酸酯及其生产过程。此外，本发明涉及一种生产他汀类药物，特别是罗伐司汀及其衍生物的方法，其中上述化合物被用作中间体。
• US8404870B2
  申请人：——

  公开号：US8404870B2

  公开（公告）日：2013-03-26
• (4R,6R)-6-(hydroxymethyl)-4-methyltetrahydro-2H-pyran-2-one in the synthesis of polyfunctional compounds with the methyl-branched carbon skeleton
  作者：I. V. Mineeva

  DOI：10.1134/s1070428013020127

  日期：2013.2

  A simple and efficient asymmetrical synthesis was performed of a convenient bifunctional building block, methyl (R)-5,5-dimethoxy-3-methylpentanoate and its (S)-enantiomer. The possibility was shown of its application to the synthesis of insect pheromones.