benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• CAS No.: 85054-27-9
• Molecular Formula: C₃₀H₃₈N₂O₁₁
• Molecular Weight: 602.639
• Mol file: 85054-27-9.mol

Synonyms:benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property of benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 4 articles about benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 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: 83.3%

benzyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (29709-55-5,85054-26-8,85280-48-4) → benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (85054-27-9)

Guidance literature:

With sodium methylate; In methanol; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(83)88285-8

Reference yield:

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (117182-56-6) → benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (85054-27-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) silver trifluoromethanesulfonate, 2,4,6-trimethylpyridine, molecular sieves type 4A / 1.) dichloromethane, r.t., 1 h; 2.) dichloromethane, 4 h

2: 1.) 85 percent hydrazine hydrate / 1.) ethanol, 70 deg C, 15 min; 2.) pyridine, 90 deg C, 20 min

3: 83.3 percent / 0.1 M sodium methoxide / methanol / 5 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; hydrazine hydrate; In methanol;

DOI:10.1016/0008-6215(83)88285-8

Reference yield:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-galactopyranoside (85054-25-7) → benzyl 2-acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (85054-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 85 percent hydrazine hydrate / 1.) ethanol, 70 deg C, 15 min; 2.) pyridine, 90 deg C, 20 min

2: 83.3 percent / 0.1 M sodium methoxide / methanol / 5 h / Ambient temperature

With sodium methylate; hydrazine hydrate; In methanol;

DOI:10.1016/0008-6215(83)88285-8

upstream raw materials:

benzyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-galactopyranoside

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide