1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose

Base Information

• Chemical Name: 1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose
• CAS No.: 107952-55-6
• Molecular Formula: C₂₆H₃₁N₃O₁₃
• Molecular Weight: 593.544
• Mol file: 107952-55-6.mol

Synonyms:1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose

Chemical Property of 1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose

There total 2 articles about 1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--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: 67.0%

1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-glucopyranose (55682-47-8) + methyl(2,3,4-tri-O-acetyl-β-D-galactopyranosyl fluoride)uronate (107952-54-5) → 1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose (107952-55-6)

Guidance literature:

titanium(IV) fluoride; In acetonitrile; for 2h; Ambient temperature; molecule sieve 3 Angstroem;

DOI:10.1016/S0008-6215(00)90057-0

Reference yield:

1-bromo-2,3,4-tri-O-acetyl-α-D-galactopyranuronic acid methyl ester (56768-32-2) → 1,6-anhydro-2-azido-4-O-benzyl-2-desoxy-3-O--β-D-glucopyranose (107952-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / AgF / acetonitrile / 12 h / Ambient temperature

2: 67 percent / TiF₄ / acetonitrile / 2 h / Ambient temperature; molecule sieve 3 Angstroem

With silver fluoride; titanium(IV) fluoride; In acetonitrile;

DOI:10.1016/S0008-6215(00)90057-0

upstream raw materials:

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

methyl(2,3,4-tri-O-acetyl-β-D-galactopyranosyl fluoride)uronate

1-bromo-2,3,4-tri-O-acetyl-α-D-galactopyranuronic acid methyl ester