(3S,6R)-3-[(S)-2,3-dihydroxypropyl]-6-methyl-4-[(S)-1-phenylethyl]morpholine-2,5-dione | 852693-45-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3S,6R)-3-[(S)-2,3-dihydroxypropyl]-6-methyl-4-[(S)-1-phenylethyl]morpholine-2,5-dione
• 英文别名: (3S,6R)-3-[(2S)-2,3-dihydroxypropyl]-6-methyl-4-[(1S)-1-phenylethyl]morpholine-2,5-dione
• CAS: 852693-45-9
• 化学式: C₁₆H₂₁NO₅
• 分子量: 307.346
• InChiKey: KBNDFZRUJUBTPK-XCCSTKFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,6R)-3-[(S)-2,3-dihydroxypropyl]-6-methyl-4-[(S)-1-phenylethyl]morpholine-2,5-dione 在 氨 作用下， 以 异丙醇 为溶剂， 反应 72.0h， 生成 (2S,4S)-4,5-Dihydroxy-2-((S)-1-phenyl-ethylamino)-pentanoic acid amide
  参考文献：
  名称：

  Chiral 1,4-morpholin-2,5-dione derivatives as α-glucosidase inhibitors: Part 2

  摘要：

  A series of chiral 1,4-morpholin-2,5-dione derivatives were synthesized starting from chiral synthons 1 and 2, diastereomeric monolactim ethers derived from L-valine. The Compounds investigated, were inactive toward beta-glucosidase, alpha-mannosidase and alpha-galactosidase but behave as noncompetitive inhibitors against the alpha-glucosidase (from Saccharomices cervisiae) with some showing a good inhibition ability (0.05 < Ki < 0. 18 mM). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.03.007
• 作为产物：
  描述：

  (3S,6R,1'S)-4-(1'-phenylethyl)-3-(2-propen-1-yl)-6-methyl-1,4-morpholin-2,5-dione 在 间氯过氧苯甲酸 、 硫酸 、 水 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 反应 24.0h， 生成 (3S,6R)-3-[(S)-2,3-dihydroxypropyl]-6-methyl-4-[(S)-1-phenylethyl]morpholine-2,5-dione 、 (3S,6R)-3-[(R)-2,3-dihydroxypropyl]-6-methyl-4-[(S)-1-phenylethyl]morpholine-2,5-dione
  参考文献：
  名称：

  Chiral 1,4-morpholin-2,5-dione derivatives as α-glucosidase inhibitors: Part 2

  摘要：

  A series of chiral 1,4-morpholin-2,5-dione derivatives were synthesized starting from chiral synthons 1 and 2, diastereomeric monolactim ethers derived from L-valine. The Compounds investigated, were inactive toward beta-glucosidase, alpha-mannosidase and alpha-galactosidase but behave as noncompetitive inhibitors against the alpha-glucosidase (from Saccharomices cervisiae) with some showing a good inhibition ability (0.05 < Ki < 0. 18 mM). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.03.007