[(S)-1-Methyl-2-oxo-2-(tetrahydro-pyridazin-1-yl)-ethyl]-carbamic acid tert-butyl ester | 363626-41-9

• 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: [(S)-1-Methyl-2-oxo-2-(tetrahydro-pyridazin-1-yl)-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S)-1-(diazinan-1-yl)-1-oxopropan-2-yl]carbamate
• CAS: 363626-41-9
• 化学式: C₁₂H₂₃N₃O₃
• 分子量: 257.333
• InChiKey: QZAHRWPAQYSAFC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(S)-1-Methyl-2-oxo-2-(tetrahydro-pyridazin-1-yl)-ethyl]-carbamic acid tert-butyl ester 在 4-二甲氨基吡啶 、 TEA 作用下， 以 乙酸乙酯 为溶剂， 反应 72.0h， 生成 Boc-Ala-AzPip-Ala-NHiPr
  参考文献：
  名称：

  Synthesis and conformational preferences in solution and crystalline states of an aza-tripeptide

  摘要：

  The aza-tripeptide Boc-Ala-AzPip-Ala-NHiPr (AzPip: 2-aza pipecolyl residue) was synthesized in seven steps using preferentially the diisopropylcarbodiimide; 1-hydroxy-7-aza-benzotriazole (DIPCDI/AtOH) coupling method and via the Boc-AzPip-OBzl pivotal intermediate. Its crystal molecular structure is characterized bq; the: presence of a beta Vl-like turn around the N-terminal Ala-AzPip sequence and stabilized by two intramolecular hydrogen bonds sharing the same (Boc)CO carbonyl acceptor. In solution (chloroform, DMSO), two isomers are in equilibrium, one of them resembling the stereoisomer found in the crystal. the other bring unfolded, but keeping the cis-isomerism of the Ala-AzPip bond and the pronounced degree of pyramidicity of the axial 2-amide N-x nitrogen atom. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00917-0
• 作为产物：
  描述：

  2-((S)-2-tert-Butoxycarbonylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 [(S)-1-Methyl-2-oxo-2-(tetrahydro-pyridazin-1-yl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and conformational preferences in solution and crystalline states of an aza-tripeptide

  摘要：

  The aza-tripeptide Boc-Ala-AzPip-Ala-NHiPr (AzPip: 2-aza pipecolyl residue) was synthesized in seven steps using preferentially the diisopropylcarbodiimide; 1-hydroxy-7-aza-benzotriazole (DIPCDI/AtOH) coupling method and via the Boc-AzPip-OBzl pivotal intermediate. Its crystal molecular structure is characterized bq; the: presence of a beta Vl-like turn around the N-terminal Ala-AzPip sequence and stabilized by two intramolecular hydrogen bonds sharing the same (Boc)CO carbonyl acceptor. In solution (chloroform, DMSO), two isomers are in equilibrium, one of them resembling the stereoisomer found in the crystal. the other bring unfolded, but keeping the cis-isomerism of the Ala-AzPip bond and the pronounced degree of pyramidicity of the axial 2-amide N-x nitrogen atom. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00917-0