(4S,5R)-5-hydroxy-4,6-dimethoxy-hexan-3-one | 1187452-07-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5R)-5-hydroxy-4,6-dimethoxy-hexan-3-one
• 英文别名: (4S,5R)-5-hydroxy-4,6-dimethoxyhexan-3-one
• CAS: 1187452-07-8
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: FDIWTXKSZIQTLH-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Z)-(4S,5R)-1-diethylamine-5-hydroxy-4,6-dimethoxy-hex-1-en-3-one 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以90%的产率得到(4S,5R)-5-hydroxy-4,6-dimethoxy-hexan-3-one
  参考文献：
  名称：

  Hydrodeamination of β-enamino ketones to 1,2-dideoxy-d-threo-3-hexulose via palladium

  摘要：

  beta-Enamino ketones Were Successfully synthesized in good to excellent yields by reaction of hex-1-en-3-uloses with amines. After hydrogenation on palladium catalyst, beta-enamino ketones effectively underwent hydrodeamination and were converted to the corresponding 1,2-dideoxy-D-threo-3-hexulose derivatives in 89-95% yields. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.112

文献信息

• Hydrodeamination of β-enamino ketones to 1,2-dideoxy-d-threo-3-hexulose via palladium
  作者：Zi-Ping Lin、Hui-Chang Lin、Hsu-Hsuan Wu、Hsiu-Wen Chou、Shao-Kai Lin、Kuan-Chin Sung、Fung Fuh Wong

  DOI：10.1016/j.tetlet.2009.06.112

  日期：2009.9

  beta-Enamino ketones Were Successfully synthesized in good to excellent yields by reaction of hex-1-en-3-uloses with amines. After hydrogenation on palladium catalyst, beta-enamino ketones effectively underwent hydrodeamination and were converted to the corresponding 1,2-dideoxy-D-threo-3-hexulose derivatives in 89-95% yields. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.