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

Base Information

• Chemical Name: benzyl 2-acetylamino-4-O-(2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-β-D-glucopyranoside
• CAS No.: 183659-12-3
• Molecular Formula: C₄₉H₅₂N₂O₁₁
• Molecular Weight: 844.959
• Mol file: 183659-12-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about benzyl 2-acetylamino-4-O-(2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-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: 49.0%

trityl chloride (76-83-5) + benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside (129579-88-0) → benzyl 2-acetylamino-4-O-(2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-β-D-glucopyranoside (183659-12-3)

Guidance literature:

With dmap; In pyridine; N,N-dimethyl-formamide; at 50 - 60 ℃; for 144h;

DOI:10.1248/cpb.44.1958

Reference yield:

benzyl 2-acetylamino-4-O-(2-acetylamino-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside (19272-52-7) → benzyl 2-acetylamino-4-O-(2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-β-D-glucopyranoside (183659-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / p-TsOH monohydrate / dimethylformamide / 17 h / 40 - 50 °C

2: 49 percent / DMAP / dimethylformamide; pyridine / 144 h / 50 - 60 °C

With dmap; toluene-4-sulfonic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.1958

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-acetylamino-4-O-(2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-trityl-β-D-glucopyranoside (183659-12-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 51 percent / molecular sieves 4 Angstroem, CF₃SO₃H / CHCl₃ / 15 h / 80 - 90 °C

2: 96 percent / NaOMe, methanol / CH₂Cl₂ / 4 h / Ambient temperature

3: 94 percent / p-TsOH monohydrate / dimethylformamide / 17 h / 40 - 50 °C

4: 49 percent / DMAP / dimethylformamide; pyridine / 144 h / 50 - 60 °C

With methanol; dmap; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; toluene-4-sulfonic acid; In pyridine; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.1958

upstream raw materials:

trityl chloride

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

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

benzyl alcohol

Downstream raw materials:

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