1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose
• CAS No.: 796873-44-4
• Molecular Formula: C₄₀H₃₅N₃O₁₃
• Molecular Weight: 765.73

Synonyms:1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

Chemical Property of 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

Chemical Property:

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Technology Process of 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

There total 2 articles about 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-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: 26.0%

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside (104707-00-8) + 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose (67546-20-7) → 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose (796873-44-4) + C74H61N3O22

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/j.carres.2004.07.018

Reference yield: 8.0%

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside (104707-00-8) + 1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose (67546-20-7) → 1,6-anhydro-2-azido-2-deoxy-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose + 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose (796873-44-4)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/j.carres.2004.07.018

Reference yield: 100.0%

acetic anhydride (108-24-7) + 1,6-anhydro-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose (796873-44-4) → 1,6-anhydro-2-azido-3-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose (796873-47-7)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1016/j.carres.2004.07.018

upstream raw materials:

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

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

Downstream raw materials:

1,6-anhydro-2-azido-3-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

methyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-glucopyranoside

1,3,6-tri-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

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