benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside
• CAS No.: 129579-88-0
• Molecular Formula: C₃₀H₃₈N₂O₁₁
• Molecular Weight: 602.639
• Mol file: 129579-88-0.mol

Synonyms:benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside

There total 7 articles about benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside 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: 94.0%

benzyl 2-acetylamino-4-O-(2-acetylamino-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside (19272-52-7) + benzaldehyde dimethyl acetal (1125-88-8) → benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside (129579-88-0)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 - 50 ℃; for 17h;

DOI:10.1248/cpb.44.1958

Reference yield:

benzyl 2-acetamido-4-O-(2'-acetamido-2'-deoxy-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranoside (17188-78-2) → benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside (129579-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NaOMe, methanol / CH₂Cl₂ / 4 h / Ambient temperature

2: 94 percent / p-TsOH monohydrate / dimethylformamide / 17 h / 40 - 50 °C

With methanol; sodium methylate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.1958

Reference yield:

chitobiose octaacetate (117467-63-7) → benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside (129579-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 420 mg / HCl / acetic acid; acetic anhydride / 60 h / Ambient temperature

2: Ag₂CO₃ / 48 h / Ambient temperature

3: sodium methoxide / methanol / 4 h / Ambient temperature

4: 73 percent / p-toluenesulfonic acid monohydrate / acetonitrile; dimethylformamide / Ambient temperature

With hydrogenchloride; sodium methylate; toluene-4-sulfonic acid; silver carbonate; In methanol; acetic anhydride; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1139/v90-148

upstream raw materials:

benzyl 2-acetylamino-4-O-(2-acetylamino-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside

benzaldehyde dimethyl acetal

benzyl 2-acetamido-4-O-(2'-acetamido-2'-deoxy-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranoside

benzyl alcohol

Downstream raw materials:

benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-(2'',3'',4''-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

benzyl 2-acetylamino-4-O-(2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-β-D-glucopyranoside

6-O-α-L-fucopyranosyl-di-N-acetylchitobiose

benzyl 2-amino-4-O-(2-amino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-β-D-glucopyranoside