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G4168

Sigma-Aldrich

α-D-Mannopyranosyl azide tetraacetate

≥90% (TLC)

Synonym(s):

2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl azide

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About This Item

Empirical Formula (Hill Notation):
C14H19N3O9
Molecular Weight:
373.32
MDL number:
MFCD05664724
UNSPSC Code:
12352201
PubChem Substance ID:
329799924
NACRES:
NA.25

assay

≥90% (TLC)

form

solid

mp

373.3 °C

shipped in

wet ice

storage temp.

−20°C

SMILES string

CC(=O)OC[C@H]1O[C@H](N=[N+]=[N-])[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

InChI

1S/C14H19N3O9/c1-6(18)22-5-10-11(23-7(2)19)12(24-8(3)20)13(25-9(4)21)14(26-10)16-17-15/h10-14H,5H2,1-4H3/t10-,11-,12+,13+,14+/m1/s1

InChI key

NHNYHKRWHCWHAJ-DGTMBMJNSA-N

Application

α-D-Mannopyranosyl azide tetraacetate is used to make N-linked glycopeptides in glycobiology and in "click" chemistry.
Used to make N-linked glycopeptides in glycobiology.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Steven Lal et al.
The Journal of organic chemistry, 76(7), 2367-2373 (2011-03-10)
A careful methodological study revealed a true Click catalytic system based on commercially available [CuBr(PPh(3))(3)]. This system is active at room temperature, with 0.5 mol % [Cu] (or less), in the absence of any additive, and it does not require

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