(2S)-3-[5-(aminomethyl)triazol-1-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid | 1346521-92-3

• 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: (2S)-3-[5-(aminomethyl)triazol-1-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 1346521-92-3
• 化学式: C₁₁H₁₉N₅O₄
• 分子量: 285.303
• InChiKey: CZFMHZFEVCHYAK-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2S)-3-[5-(aminomethyl)triazol-1-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 为溶剂， 以0.04 g的产率得到(S)-7-(tert-butoxycarbonylamino)-7,8-dihydro-4H-[1,2,3]triazolo[1,5-a][1,4]diazepin-6(5H)-one
  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
• 作为产物：
  描述：

  tert-butyl N-[(2S)-3-[5-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]triazol-1-yl]-1-[methoxy(methyl)amino]-1-oxopropan-2-yl]carbamate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 (2S)-3-[5-(aminomethyl)triazol-1-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  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.