(2-{(R)-1-[Methyl-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethylamino}-ethyl)-carbamic acid tert-butyl ester | 226890-44-4

• 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: (2-{(R)-1-[Methyl-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethylamino}-ethyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[[(2R)-1-[methyl-[(2R)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]amino]ethyl]carbamate
• CAS: 226890-44-4
• 化学式: C₃₁H₄₀N₄O₄
• 分子量: 532.683
• InChiKey: IENXIILXGOMKQC-KAYWLYCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  39
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  99.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  N-叔丁氧羰基-2-氨基乙醛 、 2-amino-N-methyl-N-(1-methylcarbamoyl-2-phenyl-ethyl)-3-naphthalen-2-yl-propionamide 在 NaBCNH 作用下， 以75%的产率得到(2-{(R)-1-[Methyl-((R)-1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethylamino}-ethyl)-carbamic acid tert-butyl ester
  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