CAS 709031-43-6

tert-Butyl [(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxyadamantan-1-yl)-2-oxoethyl]carbamate

Description:

Tert-Butyl [(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxyadamantan-1-yl)-2-oxoethyl]carbamate, with CAS number 709031-43-6, is a complex organic compound characterized by its unique bicyclic structure and functional groups. It features a tert-butyl group, which contributes to its hydrophobic properties, and a carbamate moiety that can influence its reactivity and solubility. The presence of a cyano group and a hydroxyl group suggests potential for hydrogen bonding and interactions with biological targets, making it of interest in medicinal chemistry. The stereochemistry indicated by the (1S) and (3S,5S) designations implies specific spatial arrangements of atoms, which can significantly affect the compound's biological activity and pharmacokinetics. This compound may exhibit properties such as moderate to high stability under standard conditions, and its solubility can vary depending on the solvent used. Overall, its intricate structure and functional groups suggest potential applications in drug development and other chemical research areas.

Formula: C₂₃H₃₃N₃O₄

InChI: InChI=1/C23H33N3O4/c1-21(2,3)30-20(28)25-18(19(27)26-16(11-24)5-15-6-17(15)26)22-7-13-4-14(8-22)10-23(29,9-13)12-22/h13-18,29H,4-10,12H2,1-3H3,(H,25,28)/t13?,14?,15-,16+,17+,18-,22?,23?/m1/s1

InChI key: InChIKey=DZEAFYQJPRVNIQ-FPXKHEBGSA-N

SMILES: [C@H](C(=O)N1[C@@H]2[C@@H](C2)C[C@H]1C#N)(NC(OC(C)(C)C)=O)C34CC5(O)CC(C3)CC(C4)C5

Synonyms:

• Boc-saxagliptin
• Carbamic acid, N-[(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.1^3,7]dec-1-yl)-2-oxoethyl]-, 1,1-dimethylethyl ester
• Carbamic acid, [(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.1^3,7]dec-1-yl)-2-oxoethyl]-, 1,1-dimethylethyl ester
• N-[(1S)-2-[(1S,3S,5S)-3-Cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-2-oxoethyl]carbamic acid 1,1-dimethylethyl ester
• Saxagliptin Intermediate 4
• tert-Butyl [(1S)-2-((1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl)-1-(3-hydroxytricyclo[3.3.1.1^3,7]decan-1-yl)-2-oxoethyl]carbamate

Boc-Saxagliptin

CAS: 709031-43-6

Formula: C₂₃H₃₃N₃O₄

Purity: 95%

Molecular weight: 415.5258

Ref: IN-DA00FC95

Saxagliptin Impurity 16

CAS: 709031-43-6

Formula: C₂₃H₃₃N₃O₄

Molecular weight: 415.53

Ref: 4Z-S-3224

tert-Butyl [(1S)-2-((1S,3S,5S)-3-Cyano-2-azabicyclo[3.1.0]hex-2-yl)-1-(3-hydroxytricyclo[3.3.1.1(3,7)]dec-1-yl)-2-oxoethyl]carbamate

CAS: 709031-43-6

Color and Shape: Neat

Ref: 86-MM3377.07

Boc-Saxagliptin

Controlled Product

CAS: 709031-43-6

Applications Boc-Saxagliptin is a Saxagliptin (S143500) impurity, a potent and selective reversible inhibitor of dipeptidyl peptidase-4, which is being developed for the treatment of type 2 diabetes. It is absorbed rapidly after oral administration and has a pharmacokinetic profile compatible with once daily dosing.
References 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),

Formula: C₂₃H₃₃N₃O₄

Color and Shape: Neat

Molecular weight: 415.5258

Ref: TR-B667100

Boc-Saxagliptin

CAS: 709031-43-6

Formula: C₂₃H₃₃N₃O₄

Molecular weight: 415.53

Ref: ST-EA-CP-S19005