tert-Butyl N-[3-Aminoadamant-1-yl]carbamate - CAS 372963-43-4

Catalog:	BB075681
Product Name:	tert-Butyl N-[3-Aminoadamant-1-yl]carbamate
CAS:	372963-43-4
Synonyms:	tert-Butyl ((1s,3r,5R,7S)-3-Aminoadamantan-1-yl)carbamate; 1,1-Dimethylethyl N-(3-Aminotricyclo[3.3.1.13,7]dec-1-yl)carbamate

Technical Data

IUPAC Name:	tert-butyl N-(3-amino-1-adamantyl)carbamate
Description:	tert-Butyl N-[3-Aminoadamant-1-yl]carbamate is an intermediate in the synthesis of 1-Amino-3-nitroadamantane (A618130) which has potential application in co-catalyst for transition metal reactions and maybe a useful intermediate for the synthesis of Vildagliptin (V305000), an antidiabetic drug that inhibits dipeptidyl peptidase 4 (DPP-4). Vildagliptin exhibits antioxidant properties and may be an apoptotic compound against pancreatic cancer cells.
Molecular Weight:	266.39
Molecular Formula:	C15H26N2O2
Canonical SMILES:	CC(C)(C)OC(=O)NC12CC3CC(C1)CC(C3)(C2)N
InChI:	InChI=1S/C15H26N2O2/c1-13(2,3)19-12(18)17-15-7-10-4-11(8-15)6-14(16,5-10)9-15/h10-11H,4-9,16H2,1-3H3,(H,17,18)
InChI Key:	ORXKBGARESRNIZ-UHFFFAOYSA-N
References:	Amritha, C., et al. JCDR 9, FC14 (2015); Ahren, B., et al. J. Clin. Endocrinol. Metab., 89, 2078 (2004), Ahren, B., et al. Diabetes Care, 27, 2874 (2004), Barlocco, D., et al. Curr. Opin. Invest. Drugs, 5, 1094 (2004).

Complexity:	385
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	266.199428076
Formal Charge:	0
Heavy Atom Count:	19
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	266.199428076
Rotatable Bond Count:	3
Topological Polar Surface Area:	64.4Å²
Undefined Atom Stereocenter Count:	2
Undefined Bond Stereocenter Count:	0
XLogP3:	1.9