ethyl 1,1-dimethyl-6-(trifluoromethylsulfonyloxy)-3,4-dihydro-2H-isoquinoline-3-carboxylate | 444584-13-8

• 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: ethyl 1,1-dimethyl-6-(trifluoromethylsulfonyloxy)-3,4-dihydro-2H-isoquinoline-3-carboxylate
• CAS: 444584-13-8
• 化学式: C₁₅H₁₈F₃NO₅S
• 分子量: 381.373
• InChiKey: BFCJKLMBRTZDHK-UHFFFAOYSA-N

物化性质

• 沸点：
  416.8±45.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 1,1-dimethyl-6-(trifluoromethylsulfonyloxy)-3,4-dihydro-2H-isoquinoline-3-carboxylate 在 palladium on activated charcoal lithium hydroxide 、 氢气 作用下， 以 四氢呋喃 、 丙酮 、 甲苯 为溶剂， 生成 (R)-3-(4-Chloro-phenyl)-2-[((S)-1,1-dimethyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel dipeptides and reduced dipeptides as ligands for melanocortin subtype-4 receptor

  摘要：

  A series of benzylic piperazines (e.g., 4 and 5) attached to an 'address element', the dipeptide H-D-TiC-D-p-Cl-Phe-OH, 3 has been identified as ligands for the melanocortin subtype-4 receptor (MC4R). We describe herein the structure-activity relationship (SAR) studies on the N-terminal residue of the 'address element'. Several novel dipeptides and reduced dipeptides with high MC4R binding affinities and selectivity emerged from this SAR study. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.103
• 作为产物：
  描述：

  DL-间酪氨酸 在 氯化亚砜 、 TEA 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl 1,1-dimethyl-6-(trifluoromethylsulfonyloxy)-3,4-dihydro-2H-isoquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel dipeptides and reduced dipeptides as ligands for melanocortin subtype-4 receptor

  摘要：

  A series of benzylic piperazines (e.g., 4 and 5) attached to an 'address element', the dipeptide H-D-TiC-D-p-Cl-Phe-OH, 3 has been identified as ligands for the melanocortin subtype-4 receptor (MC4R). We describe herein the structure-activity relationship (SAR) studies on the N-terminal residue of the 'address element'. Several novel dipeptides and reduced dipeptides with high MC4R binding affinities and selectivity emerged from this SAR study. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.103

文献信息

• Piperazine- and piperidine-derivatives as melanocortin receptor agonists
  申请人：——

  公开号：US20040082590A1

  公开（公告）日：2004-04-29

  The present invention relates to melanocortin receptor agonists of formula I, which is useful in the treatment of obesity, diabetes and male and/or female sexual dysfunction. 1

  本发明涉及公式I的黑素皮质素受体激动剂，可用于治疗肥胖症、糖尿病以及男性和/或女性性功能障碍。
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  申请人：——

  公开号：US7157463B2

  公开（公告）日：2007-01-02
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  公开号：US7169777B2

  公开（公告）日：2007-01-30
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  申请人：——

  公开号：US7186715B2

  公开（公告）日：2007-03-06
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  申请人：——

  公开号：US7291619B2

  公开（公告）日：2007-11-06