((S)-3-tert-Butoxycarbonylamino-4-piperidin-1-yl-4-thioxo-butyl)-carbamic acid tert-butyl ester | 1026481-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ((S)-3-tert-Butoxycarbonylamino-4-piperidin-1-yl-4-thioxo-butyl)-carbamic acid tert-butyl ester
• 英文别名: Boc-thionoDab(Boc)-piperidide；tert-butyl N-[(2S)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-1-piperidin-1-yl-1-sulfanylidenebutan-2-yl]carbamate
• CAS: 1026481-01-5
• 化学式: C₁₉H₃₅N₃O₄S
• 分子量: 401.571
• InChiKey: MEBXHQYIYQALBN-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 ((S)-3-tert-Butoxycarbonylamino-4-piperidin-1-yl-4-thioxo-butyl)-carbamic acid tert-butyl ester 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-[(S)-2,4-diaminobutanoyl]thioxopiperidine bistrifluoroacetate
  参考文献：
  名称：

  Design, Synthesis, and SAR of Potent and Selective Dipeptide-Derived Inhibitors for Dipeptidyl Peptidases

  摘要：

  In this paper we report the systematic search for new, potent, and selective DPP II inhibitors. A study of the structure-activity relationship was conducted starting from aminoacyl pyrrolidides as lead compounds. Rational exploration of the P-1 and P-2 building blocks led to the discovery of some very potent DPP II inhibitors which can be characterized by their high selectivity for DPP II with regard to DPP IV. Dab-Pip and Dab-Pip-2-CN were selected as the most promising inhibitors (IC50 nM range) and will enable us to study the physiological role of DPP II and to differentiate between DPP 11 and DPP IV in biological systems.

  DOI：

  10.1021/jm0308803
• 作为产物：
  描述：

  N-α,γ-di-tert.-butyloxycarbonyl-L-diaminobutyric acid 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 ((S)-3-tert-Butoxycarbonylamino-4-piperidin-1-yl-4-thioxo-butyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Design, Synthesis, and SAR of Potent and Selective Dipeptide-Derived Inhibitors for Dipeptidyl Peptidases

  摘要：

  In this paper we report the systematic search for new, potent, and selective DPP II inhibitors. A study of the structure-activity relationship was conducted starting from aminoacyl pyrrolidides as lead compounds. Rational exploration of the P-1 and P-2 building blocks led to the discovery of some very potent DPP II inhibitors which can be characterized by their high selectivity for DPP II with regard to DPP IV. Dab-Pip and Dab-Pip-2-CN were selected as the most promising inhibitors (IC50 nM range) and will enable us to study the physiological role of DPP II and to differentiate between DPP 11 and DPP IV in biological systems.

  DOI：

  10.1021/jm0308803

文献信息

• Design, Synthesis, and SAR of Potent and Selective Dipeptide-Derived Inhibitors for Dipeptidyl Peptidases
  作者：Kristel Senten、Pieter Van der Veken、Ingrid De Meester、Anne-Marie Lambeir、Simon Scharpé、Achiel Haemers、Koen Augustyns

  DOI：10.1021/jm0308803

  日期：2003.11.1

  In this paper we report the systematic search for new, potent, and selective DPP II inhibitors. A study of the structure-activity relationship was conducted starting from aminoacyl pyrrolidides as lead compounds. Rational exploration of the P-1 and P-2 building blocks led to the discovery of some very potent DPP II inhibitors which can be characterized by their high selectivity for DPP II with regard to DPP IV. Dab-Pip and Dab-Pip-2-CN were selected as the most promising inhibitors (IC50 nM range) and will enable us to study the physiological role of DPP II and to differentiate between DPP 11 and DPP IV in biological systems.