1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose

Base Information

• Chemical Name: 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose
• CAS No.: 79781-68-3
• Molecular Formula: C₂₉H₃₁N₃O₆
• Molecular Weight: 517.582
• Mol file: 79781-68-3.mol

Synonyms:1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose

Chemical Property of 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose

There total 8 articles about 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose 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%

acetic anhydride (108-24-7) + 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose (79781-69-4) → 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose (79781-68-3)

Guidance literature:

In pyridine; at 20 ℃; for 1h;

DOI:10.1016/0008-6215(85)85148-X

Reference yield:

[bis(acetoxy)iodo]benzene (3240-34-4) + 3,4,6-tri-O-benzyl-D-galactal (80040-79-5) → C29H31N3O6 + 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose (79781-68-3)

Guidance literature:

With trimethylsilylazide; boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃; Overall yield = 30 %;

DOI:10.1039/c7ra08637g

Reference yield:

3,4,6-tri-O-benzyl-D-galactal (80040-79-5) + acetic anhydride (108-24-7) → C31H35NO7 + 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose (79781-68-3)

Guidance literature:

3,4,6-tri-O-benzyl-D-galactal; With trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; trimethylsilylazide; In dichloromethane; at -30 ℃;

With ammonium tetrathiomonomolybdate; In ethanol; acetonitrile; at 20 ℃; for 10h;

acetic anhydride; With triethylamine; In dichloromethane; Overall yield = 80 %;

DOI:10.1039/c7ra08637g

upstream raw materials:

sodium acetate

2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl nitrate

acetic anhydride

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose

Downstream raw materials:

1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranose

4-Nitro-benzoic acid (3R,4R,5R,6R)-3-azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose

2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide