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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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