(S)-2-[(R)-2-(4-tert-Butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethylcarbamoyl]-6-isopropyl-piperazine-1,4-dicarboxylic acid di-tert-butyl ester | 363191-99-5

• 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: (S)-2-[(R)-2-(4-tert-Butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethylcarbamoyl]-6-isopropyl-piperazine-1,4-dicarboxylic acid di-tert-butyl ester
• 英文别名: ditert-butyl (2S)-2-[[(2R)-1-[4-(tert-butylcarbamoyl)-4-cyclohexylpiperidin-1-yl]-3-(4-fluorophenyl)-1-oxopropan-2-yl]carbamoyl]-6-propan-2-ylpiperazine-1,4-dicarboxylate
• CAS: 363191-99-5
• 化学式: C₄₃H₆₈FN₅O₇
• 分子量: 786.041
• InChiKey: MOEMGSZMMQSQKP-FVQYSQFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  56
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (S)-2-[(R)-2-(4-tert-Butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethylcarbamoyl]-6-isopropyl-piperazine-1,4-dicarboxylic acid di-tert-butyl ester 、 三氟乙酸 以 二氯甲烷 为溶剂， 以97%的产率得到(S)-6-Isopropyl-piperazine-2-carboxylic acid [(R)-2-(4-tert-butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethyl]-amide; compound with trifluoro-acetic acid
  参考文献：
  名称：

  2-Piperazinecarboxamides as potent and selective melanocortin subtype-4 receptor agonists

  摘要：

  We report the discovery and optimization of substituted 2-piperazinecarboxamides as potent and selective agonists of the melanocortin subtype-4 receptor. The 5- and 6-alkylated piperazine compounds exhibit low bioactivation potential as measured by covalent binding in microsome preparations. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.068
• 作为产物：
  描述：

  methyl (2S)-3-[(3-methyl-2-oxobutyl)amino]-2-(phenylmethoxycarbonylamino)propanoate 在 palladium on activated charcoal sodium hydroxide 、 TEA 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 生成 (S)-2-[(R)-2-(4-tert-Butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethylcarbamoyl]-6-isopropyl-piperazine-1,4-dicarboxylic acid di-tert-butyl ester
  参考文献：
  名称：

  2-Piperazinecarboxamides as potent and selective melanocortin subtype-4 receptor agonists

  摘要：

  We report the discovery and optimization of substituted 2-piperazinecarboxamides as potent and selective agonists of the melanocortin subtype-4 receptor. The 5- and 6-alkylated piperazine compounds exhibit low bioactivation potential as measured by covalent binding in microsome preparations. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.068

文献信息

• 2-Piperazinecarboxamides as potent and selective melanocortin subtype-4 receptor agonists
  作者：Brenda L. Palucki、Min K. Park、Ravi P. Nargund、Rui Tang、Tanya MacNeil、David H. Weinberg、Aurawan Vongs、Charles I. Rosenblum、George A. Doss、Randall R. Miller、Ralph A. Stearns、Qianping Peng、Constantin Tamvakopoulos、Lex H.T. Van der Ploeg、Arthur A. Patchett

  DOI：10.1016/j.bmcl.2005.02.068

  日期：2005.4

  We report the discovery and optimization of substituted 2-piperazinecarboxamides as potent and selective agonists of the melanocortin subtype-4 receptor. The 5- and 6-alkylated piperazine compounds exhibit low bioactivation potential as measured by covalent binding in microsome preparations. (c) 2005 Elsevier Ltd. All rights reserved.