O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate

Base Information

• Chemical Name: O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate
• CAS No.: 872611-17-1
• Molecular Formula: C₂₁H₂₅N₃O₁₀
• Molecular Weight: 479.444
• Mol file: 872611-17-1.mol

Synonyms:O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate

Chemical Property of O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate

There total 4 articles about O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate 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: 89.0%

(Z)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate + acetic acid (64-19-7,77671-22-8) → O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate (872611-17-1)

Guidance literature:

(Z)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate; acetic acid; With 2,2'-dipyridyldiselenide; trimethylphosphane; In toluene; at 0 ℃; Inert atmosphere;

With water; In toluene; at 20 ℃; for 0.166667h;

DOI:10.1021/jo100614b

Reference yield: 70.0%

phenyl isocyanate (103-71-9) + (Z)-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-gluconohydroximo-1,5-lactone (103955-37-9) → O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate (872611-17-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/(SICI)1522-2675(20000119)83:1<114::AID-HLCA114>3.0.CO;2-9

Reference yield: 48.0%

C24H31N3O11 + acetyl chloride (75-36-5) → O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate (872611-17-1)

Guidance literature:

C₂₄H₃₁N₃O₁₁; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;

acetyl chloride; With pyridine; In dichloromethane; at 0 - 4 ℃;

upstream raw materials:

phenyl isocyanate

(Z)-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-gluconohydroximo-1,5-lactone

acetic acid

acetyl chloride

Downstream raw materials:

O-(2-acetamido-2-deoxy-D-glucopyranosylidene)-amino N-phenylcarbamate