(Z)-(4S,5R)-1-n-butylamino-5-hydroxy-4,6-dimethoxy-hex-1-en-3-one | 1187451-97-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-(4S,5R)-1-n-butylamino-5-hydroxy-4,6-dimethoxy-hex-1-en-3-one
• 英文别名: (Z,4S,5R)-1-(butylamino)-5-hydroxy-4,6-dimethoxyhex-1-en-3-one
• CAS: 1187451-97-3
• 化学式: C₁₂H₂₃NO₄
• 分子量: 245.319
• InChiKey: CBEXWOPTJVSVBH-WAIVJAFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-(4S,5R)-1-n-butylamino-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96%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
• 作为产物：
  描述：

  (2R,3S)-3-methoxy-2-(methoxymethyl)-2,3-dihydro-4H-pyran-4-one 、 正丁胺 以 甲醇 为溶剂， 反应 2.0h， 以96%的产率得到(Z)-(4S,5R)-1-n-butylamino-5-hydroxy-4,6-dimethoxy-hex-1-en-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.