(R)-2-[(2-Amino-ethyl)-(2-chloro-acetyl)-amino]-N-methyl-N-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-3-naphthalen-2-yl-propionamide | 226890-47-7

• 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: (R)-2-[(2-Amino-ethyl)-(2-chloro-acetyl)-amino]-N-methyl-N-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-3-naphthalen-2-yl-propionamide
• 英文别名: ClAc-D-N(EtNH2)2Nal-D-N(Me)Phe-NHMe；(2R)-2-[[(2R)-2-[2-aminoethyl-(2-chloroacetyl)amino]-3-naphthalen-2-ylpropanoyl]-methylamino]-N-methyl-3-phenylpropanamide
• CAS: 226890-47-7
• 化学式: C₂₈H₃₃ClN₄O₃
• 分子量: 509.048
• InChiKey: IBQZPOQUKHJWMT-JWQCQUIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  95.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-[(2-Amino-ethyl)-(2-chloro-acetyl)-amino]-N-methyl-N-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-3-naphthalen-2-yl-propionamide 在 base 作用下， 生成 (R)-N-Methyl-N-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-3-naphthalen-2-yl-2-(2-oxo-piperazin-1-yl)-propionamide
  参考文献：
  名称：

  Synthesis of piperazinones and their apllication in constrained mimetics of the growth hormone secretagogue NN703

  摘要：

  The focus of this paper is the chemistry of 2-piperazinones and the use of this building block to restrict the conformational freedom of the growth hormone secretagogue NN703 (currently in clinical development). We exploit classical methods for 2-piperazinone synthesis as well as some novel approaches such as a Boronic Mannich reaction. Finally. we report on the ability of the constrained target compounds to release growth hormone in vitro. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00525-0
• 作为产物：
  描述：

  (2-{(R)-1-[Methyl-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethylamino}-ethyl)-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 (R)-2-[(2-Amino-ethyl)-(2-chloro-acetyl)-amino]-N-methyl-N-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-3-naphthalen-2-yl-propionamide
  参考文献：
  名称：

  Synthesis of piperazinones and their apllication in constrained mimetics of the growth hormone secretagogue NN703

  摘要：

  The focus of this paper is the chemistry of 2-piperazinones and the use of this building block to restrict the conformational freedom of the growth hormone secretagogue NN703 (currently in clinical development). We exploit classical methods for 2-piperazinone synthesis as well as some novel approaches such as a Boronic Mannich reaction. Finally. we report on the ability of the constrained target compounds to release growth hormone in vitro. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00525-0