1-AZIDO-1-DEOXY-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: 1-AZIDO-1-DEOXY-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 20379-59-3
• Molecular Formula: C6H11N3O5
• Molecular Weight: 205.17
• Hs Code.: 29329990
• Mol file: 20379-59-3.mol

Synonyms:beta-D-Glucopyranosyl azide;4-Azido-4-deoxy-beta-D-glucose;4-Azido-4-deoxyglucose;

Chemical Property of 1-AZIDO-1-DEOXY-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• Melting Point: 60-65 °C(lit.)
• PSA: 139.90000
• LogP: -2.45064
• Storage Temp.: −20°C

Purity/Quality:

98% ^*data from raw suppliers

b-D-Glucopyranosyl azide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 1-AZIDO-1-DEOXY-BETA-D-GLUCOPYRANOSIDE

There total 8 articles about 1-AZIDO-1-DEOXY-BETA-D-GLUCOPYRANOSIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide (20379-61-7) → D-glucopyranosyl azide (20379-59-3) + α-D-Glucopyranosyl azide (20379-60-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 18h;

DOI:10.1271/bbb1961.47.281

Reference yield:

4-nitrophenyl-β-D-glucoside (2492-87-7) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + D-glucopyranosyl azide (20379-59-3)

Guidance literature:

With sodium azide; Aspergillus niger ASKU28 glycoside hydrolase family 3 β-glucosidase D487A mutant; In aq. buffer; at 40 ℃; for 0.166667h; pH=6.0; Concentration; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bbagen.2012.11.014

Reference yield:

2,4-dinitrophenyl β-D-glucopyranoside (25775-97-7,31046-14-7) → 2,4-Dinitrophenol (51-28-5) + D-glucopyranosyl azide (20379-59-3)

Guidance literature:

With sodium azide; Aspergillus niger ASKU28 glycoside hydrolase family 3 β-glucosidase E490A mutant; In aq. buffer; at 40 ℃; pH=6.0; Concentration; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bbagen.2012.11.014

upstream raw materials:

D-Glucose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride

D-glucose

Downstream raw materials:

(2R,3R,4S,5S,6R)-2-Azido-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate

N-(benzylaminocarbonyl)-β-D-glucopyranosylamine

N-(2-phenylethylaminocarbonyl)-β-D-glucopyranosylamine

Refernces

• 1、 Thongpoo, Preeyanuch,McKee, Lauren S.,Araújo, Ana Catarina,Kongsaeree, Prachumporn T.,Brumer, Harry. "Identification of the acid/base catalyst of a glycoside hydrolase family 3 (GH3) β-glucosidase from Aspergillus niger ASKU28". . p. 2739 - 2749. Retrieved 2013/08/24.
• 2、 Larabi, Moulay-Larbi,Frechou, Catherine,Demailly, Gilles. "-". . p. 2175 - 2178. Retrieved 2007/10/02.