(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carbamoyl-N-Boc-3,5-dihydroxy-1-adamantyl-2-oxoethylcarbamate

Ref. TR-A795185

Product Information

• Name: (1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carbamoyl-N-Boc-3,5-dihydroxy-1-adamantyl-2-oxoethylcarbamate
• Synonyms: tert-Butyl ((S)-2-((1S,3S,5S)-3-Carbamoyl-2-azabicyclo[3.1.0]hexan-2-yl)-1-((1r,3R,5S,7S)-3,5-dihydroxyadamantan-1-yl)-2-oxoethyl)carbamate

Description

Applications (1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carbamoyl-N-Boc-3,5-dihydroxy-1-adamantyl-2-oxoethylcarbamate is an intermediate used in the synthesis of Hydroxy Saxagliptin (H953465), which is a metabolite of Saxagliptin (S143500).
References Patel, C. et al.: J. Clinic. Pharmacol., 50, 1211 (2010); Feng, J., et al.: J. Med. Chem., 50, 2297 (2007),:Rosenstock, J., et al.: Diabetes Obes. Metab., 10, 376 (2008);

• Brand: TRC

Chemical properties

• Molecular weight: 449.541
• Formula: C₂₃H₃₅N₃O₆
• InChI: InChI=1S/C23H35N3O6/c1-20(2,3)32-19(29)25-16(18(28)26-14-4-13(14)5-15(26)17(24)27)21-6-12-7-22(30,9-21)11-23(31,8-12)10-21/h12-16,30-31H,4-11H2,1-3H3,(H2,24,27)(H,25,29)/t12-,13-,14-,15-,16+,21-,22+,23-/m0/s1
• InChI key: InChIKey=HEDATEHVNOYIAJ-DCMLJDBQSA-N
• SMILES: CC(C)(C)OC(=O)N[C@H](C(=O)N1[C@H](C(N)=O)C[C@@H]2C[C@@H]21)[C@@]12C[C@@H]3C[C@@](O)(C[C@@](O)(C3)C1)C2