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514004

1-Azido-1-deoxy-β-D-glucopyranoside

Synonym(s):

Β-D-Glycopyranosyl azide, 1-Azido-1-deoxy-beta-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C6H11N3O5
CAS Number:
20379-59-3
Molecular Weight:
205.17
NACRES:
NA.22
PubChem Substance ID:
24873730
UNSPSC Code:
12352201
MDL number:
MFCD03701503
Form:
solid
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form

solid

Quality Segment

100

reaction suitability

reaction type: click chemistry

mp

60-65 °C (lit.)

SMILES string

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

InChI

1S/C6H11N3O5/c7-9-8-6-5(13)4(12)3(11)2(1-10)14-6/h2-6,10-13H,1H2/t2-,3-,4+,5-,6-/m1/s1

InChI key

KSRDTSABQYNYMP-VFUOTHLCSA-N

Application

1-Azido-1-deoxy-β-D-glucopyranoside can be used as an organic building block to prepare:
  • 1,2,3-triazole-containing (1-azido-1-deoxy-β-D-glucopyranoside) complex by reacting with propagylglycine and sodium ascorbate via copper-catalyzed click chemistry approach.
  • D-glucose-mercaptoacetyl triglycine (MAG3) derivative applicable as a potent tumor diagnosis agent.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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