(S)-methyl 2-{(S)-7-(tert-butoxycarbonylamino)-6-oxo-7,8-dihydro-4H-[1,2,3]triazolo[1,5-a][1,4]diazepin-5(6H)-yl}-3-phenylpropanoate | 1346521-99-0

• 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: (S)-methyl 2-{(S)-7-(tert-butoxycarbonylamino)-6-oxo-7,8-dihydro-4H-[1,2,3]triazolo[1,5-a][1,4]diazepin-5(6H)-yl}-3-phenylpropanoate
• 英文别名: methyl (2S)-2-[(7S)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-6-oxo-7,8-dihydro-4H-triazolo[1,5-a][1,4]diazepin-5-yl]-3-phenylpropanoate
• CAS: 1346521-99-0
• 化学式: C₂₁H₂₇N₅O₅
• 分子量: 429.476
• InChiKey: MMECSJQRJFCMRO-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate 在 N-羟基-7-氮杂苯并三氮唑 、 chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) 、 palladium 10% on activated carbon 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、137.9 kPa 条件下， 反应 4.0h， 生成 (S)-methyl 2-{(S)-7-(tert-butoxycarbonylamino)-6-oxo-7,8-dihydro-4H-[1,2,3]triazolo[1,5-a][1,4]diazepin-5(6H)-yl}-3-phenylpropanoate
  参考文献：
  名称：

  Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics

  摘要：

  Two synthetic routes for the synthesis of amino-triazolodiazepine (Ata) scaffolds are presented. The scope of both of these proceeding through key intra- and intermolecular Huisgen cycloaddition reactions is discussed. The replacement of the His-Pro dipeptide segment in angiotensin IV by the dipeptide mimetic Ata-Gly and subsequent biological evaluation in two inhibitory enzyme assays validated the use of the Ata moiety as a His mimic given the equipotency of both peptidic analogs.

  DOI：

  10.1021/ol202767k

文献信息

• Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics
  作者：Koen Buysse、Julien Farard、Alexandros Nikolaou、Patrick Vanderheyden、Georges Vauquelin、Daniel Sejer Pedersen、Dirk Tourwé、Steven Ballet

  DOI：10.1021/ol202767k

  日期：2011.12.16

  Two synthetic routes for the synthesis of amino-triazolodiazepine (Ata) scaffolds are presented. The scope of both of these proceeding through key intra- and intermolecular Huisgen cycloaddition reactions is discussed. The replacement of the His-Pro dipeptide segment in angiotensin IV by the dipeptide mimetic Ata-Gly and subsequent biological evaluation in two inhibitory enzyme assays validated the use of the Ata moiety as a His mimic given the equipotency of both peptidic analogs.