tert-Butyl (1S,3R,5S)-3-Carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

Chemical Name:tert-Butyl (1S,3R,5S)-3-Carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate
Synonyms:(1S,3R,5S)-3-(Aminocarbonyl)-2-Azabicyclo[3.1.0]hexane-2-carboxylic Acid 1,1-Dimethylethyl Ester
CAS Number:1564266-79-0
Molecular Formula:C₁₁H₁₈N₂O₃
Molecular Weight:226.27
Category:Standards; Pharmaceutical/API Drug Impurities/Metabolites;
Applications:tert-Butyl (1S,3R,5S)-3-Carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate is an intermediate in the synthesis of (2’S,2R,trans)-Saxagliptin (S143470), which is an impurity of Saxagliptin (S143500). Saxagliptin is a potent and selective reversible inhibitor of dipeptidyl peptidase-4 (DPP-IV) developed for the treatment of type 2 diabetes.
References:Dong, J., et al.: Bioorg. Med. Chem., 22, 1383 (2014); Feng, J., et al.: J. Med. Chem., 50, 2297 (2007); Rosenstock, J., et al.: Diabetes Obes. Metab., 10, 376 (2008); Thomas, L., et al.: J. Pharmacol. Exp. Ther., 325, 175 (2008)
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