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

Base Information

• Chemical Name: 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
• CAS No.: 17188-78-2
• Molecular Formula: C₃₃H₄₄N₂O₁₆
• Molecular Weight: 724.716
• Mol file: 17188-78-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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: 90.0%

benzyl alcohol (100-51-6,185532-71-2) + (3aR)-7c-acetoxy-5c-acetoxymethyl-2-methyl-(3ar,7ac)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-6t-yl tri-O-acetyl-2-acetylamino-β-D-2-deoxy-glucopyranoside (22854-03-1) → 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)

Guidance literature:

With 4 A molecular sieve; In 1,2-dichloro-ethane; 1.) r.t., 30 min, 2.) 2 d;

DOI:10.1080/07328309608005654

Reference yield: 36.0%

heptaacetylchitobiosyl bromide (127381-15-1) + benzyl alcohol (100-51-6,185532-71-2) → 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)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 69h; Ambient temperature;

DOI:10.1139/v90-148

Reference yield:

chitobiose octaacetate (117467-63-7) → 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)

Guidance literature:

Multi-step reaction with 2 steps

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

2: Ag₂CO₃ / 48 h / Ambient temperature

With hydrogenchloride; silver carbonate; In acetic anhydride; acetic acid;

DOI:10.1139/v90-148

upstream raw materials:

heptaacetylchitobiosyl chloride

benzyl alcohol

heptaacetylchitobiosyl bromide

(3aR)-7c-acetoxy-5c-acetoxymethyl-2-methyl-(3ar,7ac)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-6t-yl tri-O-acetyl-2-acetylamino-β-D-2-deoxy-glucopyranoside

Downstream raw materials:

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

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

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