(3R,6S,2'S,3'R)-3-(4'-benzyloxy-2',3'-dihydroxybutyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione | 936845-09-9

• 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: (3R,6S,2'S,3'R)-3-(4'-benzyloxy-2',3'-dihydroxybutyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione
• 英文别名: (3R,6S)-3-[(2S,3R)-2,3-dihydroxy-4-phenylmethoxybutyl]-6-methyl-4-[(1S)-1-phenylethyl]morpholine-2,5-dione
• CAS: 936845-09-9
• 化学式: C₂₄H₂₉NO₆
• 分子量: 427.497
• InChiKey: UYYOUBQKGIGBFZ-RGBOINFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R,6S,2'S,3'R)-3-(4'-benzyloxy-2',3'-dihydroxybutyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione 在 氨 作用下， 以 异丙醇 、 乙醇 、 甲苯 为溶剂， 反应 96.0h， 生成 (3R,5S,1'R)-5-(2'-benzyloxy-1'-hydroxyethyl)-3-[(S)-phenylethylamino]-dihydro-furan-2-one
  参考文献：
  名称：

  Synthesis of new chiral 1,4-morpholin-2,5-dione derivatives and evaluation as α-glucosidase inhibitors. Part 3

  摘要：

  A series of chiral 1,4-morpholin-2,5-dione derivatives were synthesized starting from chiral synthons 1 and 2, monolactim ethers derived from L- valine, and the absolute configurations of the new stereocentres were assigned. The substrates investigated behave as noncompetitive inhibitors against alpha-glucosidases and Eire inactive towards beta-glucosidase, alpha-mannosidase and alpha-galactosidase. Three of these substrates show very good and specific inhibition abilities towards alpha-glucosidase. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.02.013
• 作为产物：
  描述：

  (3R,6S)-3-(4'-benzyloxy-(2'E)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione 在 硫酸 、 3-氯苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (3R,6S,2'S,3'R)-3-(4'-benzyloxy-2',3'-dihydroxybutyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione
  参考文献：
  名称：

  Synthesis of new chiral 1,4-morpholin-2,5-dione derivatives and evaluation as α-glucosidase inhibitors. Part 3

  摘要：

  A series of chiral 1,4-morpholin-2,5-dione derivatives were synthesized starting from chiral synthons 1 and 2, monolactim ethers derived from L- valine, and the absolute configurations of the new stereocentres were assigned. The substrates investigated behave as noncompetitive inhibitors against alpha-glucosidases and Eire inactive towards beta-glucosidase, alpha-mannosidase and alpha-galactosidase. Three of these substrates show very good and specific inhibition abilities towards alpha-glucosidase. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.02.013