2-[3-{2-[benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-1-methyl-Ethyl}-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester | 192644-24-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-[3-{2-[benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-1-methyl-Ethyl}-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester
• 英文别名: ethyl 2-[2-(3,5-dimethylphenyl)-3-[1-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]propan-2-yl]-1H-indol-5-yl]-2-methylpropanoate
• CAS: 192644-24-9
• 化学式: C₄₂H₄₉N₃O₄
• 分子量: 659.869
• InChiKey: WUDXVYIAGAKKPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  49
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[3-{2-[benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-1-methyl-Ethyl}-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 以97%的产率得到2-[2-(3,5-dimethylphenyl)-3-[1-[phenylmethoxycarbonyl(4-pyridin-4-ylbutyl)amino]propan-2-yl]-1H-indol-5-yl]-2-methylpropanoic acid
  参考文献：
  名称：

  Synthesis of chiral β-methyl tryptamine-derived GnRH antagonists

  摘要：

  The stereospecific formation of 2-aryl-beta -methyl tryptamine derivatives 15 and 16 from chiral 4-chloro-1-(3,5-dimethylphenyl)-3-methylbutanones is described. These intermediates were further manipulated into the GnRH antagonists Ib and Ic in five steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01288-6
• 作为产物：
  描述：

  (3,5-二甲基苯基)-(2-甲基环丙基)甲酮 在 盐酸 、 magnesium sulfate 、 potassium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 水 、 正丁醇 为溶剂， 生成 2-[3-{2-[benzyloxycarbonyl-(4-pyridin-4-yl-butyl)-amino]-1-methyl-Ethyl}-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester
  参考文献：
  名称：

  Synthesis of chiral β-methyl tryptamine-derived GnRH antagonists

  摘要：

  The stereospecific formation of 2-aryl-beta -methyl tryptamine derivatives 15 and 16 from chiral 4-chloro-1-(3,5-dimethylphenyl)-3-methylbutanones is described. These intermediates were further manipulated into the GnRH antagonists Ib and Ic in five steps. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01288-6

文献信息

• ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE
  申请人：Merck & Co., Inc. (a New Jersey corp.)

  公开号：EP0873336B1

  公开（公告）日：2002-03-27
• US6200957B1
  申请人：——

  公开号：US6200957B1

  公开（公告）日：2001-03-13
• Synthesis of chiral β-methyl tryptamine-derived GnRH antagonists
  作者：Joseph P Simeone、Robert L Bugianesi、Mitree M Ponpipom、Mark T Goulet、Mark S Levorse、Ranjit C Desai

  DOI：10.1016/s0040-4039(01)01288-6

  日期：2001.9

  The stereospecific formation of 2-aryl-beta -methyl tryptamine derivatives 15 and 16 from chiral 4-chloro-1-(3,5-dimethylphenyl)-3-methylbutanones is described. These intermediates were further manipulated into the GnRH antagonists Ib and Ic in five steps. (C) 2001 Elsevier Science Ltd. All rights reserved.