methyl-1-(4-amino-2-((t-butoxycarbonyl)amino)-4-oxobutanoyl)pyrrolidine-2-carboxylate | 131792-54-6

• 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: methyl-1-(4-amino-2-((t-butoxycarbonyl)amino)-4-oxobutanoyl)pyrrolidine-2-carboxylate
• 英文别名: Boc-Asn-Pro-OMe；N-Boc-L-Asn-L-Pro methyl ester；methyl (2S)-1-[(2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoyl]pyrrolidine-2-carboxylate
• CAS: 131792-54-6
• 化学式: C₁₅H₂₅N₃O₆
• 分子量: 343.38
• InChiKey: ZFVSCHKJWGWTDJ-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl-1-(4-amino-2-((t-butoxycarbonyl)amino)-4-oxobutanoyl)pyrrolidine-2-carboxylate 以 水 为溶剂， 反应 4.0h， 以92%的产率得到2-(1,4-dioxooctahydropyrrolo<1,2-a>pyrazin-3-yl)ethanamide
  参考文献：
  名称：

  An efficient green synthesis of proline-based cyclic dipeptides under water-mediated catalyst-free conditions

  摘要：

  L-Proline-based cyclic dipeptides were synthesized from N-Boc-protected dipeptide methyl esters under catalyst-free condition using water as a solvent. One-pot deprotection and cyclization have been used is the key steps, providing an efficient and environmentally friendly approach. Clean reaction conditions, easy isolation, and good yields of cyclic dipeptides are the salient features of the proposed methodology (C) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.134
• 作为产物：
  描述：

  BOC-L-天冬酰胺 、 L-脯氨酸甲酯盐酸盐 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以45%的产率得到methyl-1-(4-amino-2-((t-butoxycarbonyl)amino)-4-oxobutanoyl)pyrrolidine-2-carboxylate
  参考文献：
  名称：

  An efficient green synthesis of proline-based cyclic dipeptides under water-mediated catalyst-free conditions

  摘要：

  L-Proline-based cyclic dipeptides were synthesized from N-Boc-protected dipeptide methyl esters under catalyst-free condition using water as a solvent. One-pot deprotection and cyclization have been used is the key steps, providing an efficient and environmentally friendly approach. Clean reaction conditions, easy isolation, and good yields of cyclic dipeptides are the salient features of the proposed methodology (C) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.134

文献信息

• An efficient green synthesis of proline-based cyclic dipeptides under water-mediated catalyst-free conditions
  作者：Habeebullah Thajudeen、Kyungseok Park、Surk-Sik Moon、In Seok Hong

  DOI：10.1016/j.tetlet.2009.12.134

  日期：2010.3

  L-Proline-based cyclic dipeptides were synthesized from N-Boc-protected dipeptide methyl esters under catalyst-free condition using water as a solvent. One-pot deprotection and cyclization have been used is the key steps, providing an efficient and environmentally friendly approach. Clean reaction conditions, easy isolation, and good yields of cyclic dipeptides are the salient features of the proposed methodology (C) 2010 Elsevier Ltd All rights reserved.