697797-46-9

Basic information

• Product Name: [3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-(4-chloro-benzyl)-carbamic acid tert-butyl ester
• Synonyms: [3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-(4-chloro-benzyl)-carbamic acid tert-butyl ester
• CAS NO: 697797-46-9
• Molecular Weight: 553.099
• Mol File: 697797-46-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-(4-chloro-benzyl)-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-(4-chloro-benzyl)-carbamic acid tert-butyl ester(697797-46-9)
• EPA Substance Registry System: [3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-(4-chloro-benzyl)-carbamic acid tert-butyl ester(697797-46-9)

Safety Data

• Hazardous Substances Data: 697797-46-9(Hazardous Substances Data)

Upstream product

• 25691-37-6 (2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butanoic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 19889-77-1 (2S)-2-piperidinecarboxamide 
• 697797-44-7 2-tert-butoxycarbonylamino-4-[tert-butoxycarbonyl-(4-chloro-benzyl)-amino]-butyric acid 

Relevant articles and documents

γ-amino-substituted analogues of 1-[(S)-2,4-diaminobutanoyl]piperidine as highly potent and selective dipeptidyl peptidase II inhibitors

Using 1-[(S)-2,4-diaminobutanoyl]piperidine as lead compound, we developed a large series of highly potent and selective dipeptidyl peptidase II (DPP II) inhibitors. γ-Amino substitution with arylalkyl groups, for example, a 2-chlorobenzyl moiety, resulted in a DPP II inhibitor with an IC50 = 0.23 nM and a high selectivity toward DPP IV (IC50 = 345 μM). Furthermore, it was shown that the basicity of the γ-amino is important and that α-amino substitution is not favorable. Piperidine-2-nitriles did not show an increase in potency but rather reduced the selectivity. Introduction of a 4-methyl or a 3-fluorine on piperidine improved selectivity and preserved the high potency.