[(R)-3-((R)-2-Benzyl-4-carbamoylmethyl-piperazin-1-yl)-1-(2-fluoro-benzyl)-3-oxo-propyl]-carbamic acid tert-butyl ester | 481038-88-4

• 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: [(R)-3-((R)-2-Benzyl-4-carbamoylmethyl-piperazin-1-yl)-1-(2-fluoro-benzyl)-3-oxo-propyl]-carbamic acid tert-butyl ester
• CAS: 481038-88-4
• 化学式: C₂₈H₃₇FN₄O₄
• 分子量: 512.625
• InChiKey: FTZSENMADLZHAF-DHIUTWEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  104.97
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(R)-3-((R)-2-Benzyl-4-carbamoylmethyl-piperazin-1-yl)-1-(2-fluoro-benzyl)-3-oxo-propyl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-{(R)-4-[(R)-3-Amino-4-(2-fluoro-phenyl)-butyryl]-3-benzyl-piperazin-1-yl}-acetamide
  参考文献：
  名称：

  Substituted piperazines as novel dipeptidyl peptidase IV inhibitors

  摘要：

  Incorporation of a fluorophenyl beta-amino amide moiety into piperazine screening lead 2 has resulted in the discovery of a structurally novel series of potent and selective DP-IV inhibitors. Simplification of the molecule and incorporation of multiple fluorine atoms on the phenyl ring has provided low molecular weight analogs such as compound 32, which is a 19 nM DP-IV inhibitor with >4000-fold selectivity over QPP. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.065
• 作为产物：
  描述：

  [(R)-3-((R)-2,4-Dibenzyl-piperazin-1-yl)-1-(2-fluoro-benzyl)-3-oxo-propyl]-carbamic acid tert-butyl ester 在 palladium dihydroxide 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(R)-3-((R)-2-Benzyl-4-carbamoylmethyl-piperazin-1-yl)-1-(2-fluoro-benzyl)-3-oxo-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Substituted piperazines as novel dipeptidyl peptidase IV inhibitors

  摘要：

  Incorporation of a fluorophenyl beta-amino amide moiety into piperazine screening lead 2 has resulted in the discovery of a structurally novel series of potent and selective DP-IV inhibitors. Simplification of the molecule and incorporation of multiple fluorine atoms on the phenyl ring has provided low molecular weight analogs such as compound 32, which is a 19 nM DP-IV inhibitor with >4000-fold selectivity over QPP. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.065