(2S)-5-[methoxycarbonyl-(N'-methoxycarbonylcarbamimidoyl)amino]-2-(phenylmethoxycarbonylamino)pentanoic acid | 208390-95-8

• 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)-5-[methoxycarbonyl-(N'-methoxycarbonylcarbamimidoyl)amino]-2-(phenylmethoxycarbonylamino)pentanoic acid
• CAS: 208390-95-8
• 化学式: C₁₈H₂₄N₄O₈
• 分子量: 424.411
• InChiKey: YWZUVUIKEWXIQB-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  170
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S)-5-[methoxycarbonyl-(N'-methoxycarbonylcarbamimidoyl)amino]-2-(phenylmethoxycarbonylamino)pentanoic acid 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以56%的产率得到(2S)-2-amino-5-[methoxycarbonyl-(N'-methoxycarbonylcarbamimidoyl)amino]pentanoic acid
  参考文献：
  名称：

  Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine

  摘要：

  N-delta,N-omega,O-Tris(trialkylsilyl)-N-alpha-carbobenzyloxy-L-arginine can be prepared in situ tom N-alpha-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N-delta,N-omega-bis(alkyloxycarbonyl)-N-alpha-carbobenzyloxy-L-arginines, which can be converted into N-delta,N-omega-bis(alkyloxycarbonyl)-L-arginines by hydrogenation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00488-2
• 作为产物：
  描述：

  N-苄氧羰基-L-精氨酸 在 N,N-二异丙基乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 生成 (2S)-5-[methoxycarbonyl-(N'-methoxycarbonylcarbamimidoyl)amino]-2-(phenylmethoxycarbonylamino)pentanoic acid
  参考文献：
  名称：

  Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine

  摘要：

  N-delta,N-omega,O-Tris(trialkylsilyl)-N-alpha-carbobenzyloxy-L-arginine can be prepared in situ tom N-alpha-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N-delta,N-omega-bis(alkyloxycarbonyl)-N-alpha-carbobenzyloxy-L-arginines, which can be converted into N-delta,N-omega-bis(alkyloxycarbonyl)-L-arginines by hydrogenation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00488-2

文献信息

• Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine
  作者：Humphrey A. Moynihan、Weiping Yu

  DOI：10.1016/s0040-4039(98)00488-2

  日期：1998.5

  N-delta,N-omega,O-Tris(trialkylsilyl)-N-alpha-carbobenzyloxy-L-arginine can be prepared in situ tom N-alpha-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N-delta,N-omega-bis(alkyloxycarbonyl)-N-alpha-carbobenzyloxy-L-arginines, which can be converted into N-delta,N-omega-bis(alkyloxycarbonyl)-L-arginines by hydrogenation. (C) 1998 Elsevier Science Ltd. All rights reserved.