cyclo(D-histidyl-D-proline) | 98049-14-0

• 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: cyclo(D-histidyl-D-proline)
• 英文别名: (3R)-3-(1H-imidazol-5-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
• CAS: 98049-14-0
• 化学式: C₁₁H₁₄N₄O₂
• 分子量: 234.258
• InChiKey: NAKUGCPAQTUSBE-VEDVMXKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)-D-prolyl-D-histidine methyl ester bis(trifluoroacetate) 在 potassium hydrogencarbonate 作用下， 以 甲醇 为溶剂， 反应 144.0h， 以36%的产率得到cyclo(D-histidyl-D-proline)
  参考文献：
  名称：

  Synthesis, characterization, and anorectic testing of the four stereoisomers of cyclo(histidylproline)

  摘要：

  All four possible stereoisomers of cyclo(histidylproline) were individually synthesized, purified, and characterized. They were each tested for anorectic activity in rats with a free feeding paradigm over 24 h. Contrary to literature reports, none significantly reduced food intake at any time over the test period.

  DOI：

  10.1021/jm00149a035

文献信息

• Enantiomeric enrichment of cyanohydrins
  申请人：BEND RESEARCH, INC.

  公开号：EP0561535A2

  公开（公告）日：1993-09-22

  A method of enantiomerically enriching chiral cyanohydrins is disclosed that involves selective cleavage of the unwanted enantiomer into its cleavage products HCN and the corresponding aldehyde or ketone by use of an enantioselective dehydrocyanation catalyst, coupled with simultaneous removal of at least one of the dehydrocyanation products.

  本发明公开了一种对映体富集手性氰醇的方法，包括使用对映体选择性脱氢氰化催化剂，将不需要的对映体选择性裂解为其裂解产物 HCN 和相应的醛或酮，同时去除至少一种脱氢氰化产物。
• US5241087A
  申请人：——

  公开号：US5241087A

  公开（公告）日：1993-08-31
• Synthesis, characterization, and anorectic testing of the four stereoisomers of cyclo(histidylproline)
  作者：Michael J. Kukla、Henry J. Breslin、Charles R. Bowden

  DOI：10.1021/jm00149a035

  日期：1985.11

  All four possible stereoisomers of cyclo(histidylproline) were individually synthesized, purified, and characterized. They were each tested for anorectic activity in rats with a free feeding paradigm over 24 h. Contrary to literature reports, none significantly reduced food intake at any time over the test period.