2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl azide 3,4,6-Triacetate - CAS 102816-24-0

Catalog:	BB055714
Product Name:	2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl azide 3,4,6-Triacetate
CAS:	102816-24-0
Synonyms:	[3,4-Diacetyloxy-6-azido-5-(1,3-dioxoisoindol-2-yl)oxan-2-yl]methyl acetate; 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-beta-D-glucopyranosyl azide 3,4,6-Triacetate; 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-alpha-D-glucopyranosyl azide 3,4,6-Triacetate

Technical Data

IUPAC Name:	[3,4-diacetyloxy-6-azido-5-(1,3-dioxoisoindol-2-yl)oxan-2-yl]methyl acetate
Description:	2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl azide 3,4,6-Triacetate is used to synthesize core fucosylated N-glycans and asparagine-linked glycan chains, stereoselectively.
Molecular Weight:	460.39
Molecular Formula:	C20H20N4O9
Canonical SMILES:	CC(=O)OCC1C(C(C(C(O1)N=[N+]=[N-])N2C(=O)C3=CC=CC=C3C2=O)OC(=O)C)OC(=O)C
InChI:	InChI=1S/C20H20N4O9/c1-9(25)30-8-14-16(31-10(2)26)17(32-11(3)27)15(18(33-14)22-23-21)24-19(28)12-6-4-5-7-13(12)20(24)29/h4-7,14-18H,8H2,1-3H3
InChI Key:	UJSZDYIUFXNQKN-UHFFFAOYSA-N
References:	Ott, D., et al. Eur. J. Org. Chem., 26, 5054 (2012); Dan, A., et al. Chem. Eur. J., 4, 2182 (1998).

Complexity:	863
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	460.12302823
Formal Charge:	0
Heavy Atom Count:	33
Hydrogen Bond Acceptor Count:	11
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	460.12302823
Rotatable Bond Count:	9
Topological Polar Surface Area:	140Å²
Undefined Atom Stereocenter Count:	5
Undefined Bond Stereocenter Count:	1
XLogP3:	1.5