1,6-Anhydro-2-azido-2-deoxy-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-Anhydro-2-azido-2-deoxy-β-D-glucopyranose
• CAS No.: 67546-20-7
• Molecular Formula: C6H9N3O4
• Molecular Weight: 187.155
• Hs Code.: 2938909090
• Mol file: 67546-20-7.mol

Synonyms:1,6-ANHYDRO-2-AZIDO-2-DEOXY-B-D-GLUCOPYRANOSE;1,6-ANHYDRO-2-AZIDO-2-DEOXY-SS-D-GLUCOPYRANOSE;1,6-ANHYDRO-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE;

Chemical Property of 1,6-Anhydro-2-azido-2-deoxy-β-D-glucopyranose

Chemical Property:

• PSA: 108.67000
• LogP: -1.40504

Purity/Quality:

99% ^*data from raw suppliers

1,6-Anhydro-2-azido-2-deoxy-b-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,6-Anhydro-2-azido-2-deoxy-β-D-glucopyranose

There total 11 articles about 1,6-Anhydro-2-azido-2-deoxy-β-D-glucopyranose 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: 95.0%

1,6:2,3-dianhydro-β-D-mannopyranose (3868-03-9) → 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose (67546-20-7)

Guidance literature:

With sodium azide; ammonium chloride; In methanol; water; for 108h; Heating;

DOI:10.1016/j.tetasy.2004.11.053

Reference yield: 81.0%

1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose (139437-39-1) → 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose (67546-20-7)

Guidance literature:

With sodium azide; In water; N,N-dimethyl-formamide; at 120 ℃; for 2h;

DOI:10.1039/P19920003163

Reference yield:

sodium azide + 1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose (139437-39-1) → 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose (67546-20-7)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 - 122 ℃; Industry scale;

upstream raw materials:

1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose

3,4-Di-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

1,6:2,3-dianhydro-β-D-mannopyranose

D-glucal

Downstream raw materials:

1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose

6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl bromide

1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranose

O-(methyl 2,3-di-O-benzyl-4-O-(chloroacetyl)-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Refernces

• 1、 -. "PROCESS FOR PREPARING HEPARINOIDS AND INTERMEDIATES USEFUL IN THE SYNTHESIS THEREOF". . . Retrieved 2013/02/28.
• 2、 -. "NOVEL ANTI-INFLAMMATORY PRO-DRUGS". Page/Page column 18-19. . Retrieved 2009/01/24.