697797-45-8

Basic information

• Product Name: benzyl-[3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-carbamic acid tert-butyl ester
• Synonyms: benzyl-[3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-carbamic acid tert-butyl ester
• CAS NO: 697797-45-8
• Molecular Weight: 518.654
• Mol File: 697797-45-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl-[3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl-[3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-carbamic acid tert-butyl ester(697797-45-8)
• EPA Substance Registry System: benzyl-[3-tert-butoxycarbonylamino-4-(2-carbamoyl-piperidin-1-yl)-4-oxo-butyl]-carbamic acid tert-butyl ester(697797-45-8)

Safety Data

• Hazardous Substances Data: 697797-45-8(Hazardous Substances Data)

Upstream product

• 124730-07-0 (S)-4-Benzylamino-2-tert-butoxycarbonylamino-butyric acid 
• 25691-37-6 (2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butanoic acid 
• 100-52-7 benzaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 19889-77-1 (2S)-2-piperidinecarboxamide 
• 697797-43-6 4-(benzyl-tert-butoxycarbonyl-amino)-2-tert-butoxycarbonylamino-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.