benzyl 2-(acetylamino)-3,4,6-tri-O-benzyl-2-deoxyhexopyranoside

Base Information

• Chemical Name: benzyl 2-(acetylamino)-3,4,6-tri-O-benzyl-2-deoxyhexopyranoside
• CAS No.: 91927-50-3
• Molecular Formula: C36H39 N O6
• Molecular Weight: 581.709
• Mol file: 91927-50-3.mol

Synonyms:NSC231914

Chemical Property of benzyl 2-(acetylamino)-3,4,6-tri-O-benzyl-2-deoxyhexopyranoside

Chemical Property:

• Vapor Pressure: 1.23E-21mmHg at 25°C
• Boiling Point: 737.9°Cat760mmHg
• Flash Point: 400°C
• Density: 1.2g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl 2-(acetylamino)-3,4,6-tri-O-benzyl-2-deoxyhexopyranoside

There total 2 articles about benzyl 2-(acetylamino)-3,4,6-tri-O-benzyl-2-deoxyhexopyranoside 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: 65.0%

N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) + benzyl bromide (100-39-0) → N-((3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-3-yl)acetamide (91927-50-3)

Guidance literature:

With barium(II) hydroxide; barium(II) oxide;

Reference yield: 11.0%

N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) + benzyl bromide (100-39-0) → N-((3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-3-yl)acetamide (91927-50-3) + C43H45NO6 (1350917-74-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2011.09.130

Reference yield: 60.0%

N-((3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-3-yl)acetamide (91927-50-3) → N-((3R,4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-hydroxy-tetrahydro-2H-pyran-3-yl)acetamide (4171-79-3,121123-45-3,4171-72-6)

Guidance literature:

With ammonium bicarbonate; 1% Pd/C; In methanol; at 70 ℃;

upstream raw materials:

N-Acetyl-D-glucosamine

benzyl bromide

Downstream raw materials:

N-((3R,4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-hydroxy-tetrahydro-2H-pyran-3-yl)acetamide

3,4,6-tri-O-benzyl-2-acetamido-2-deoxyamino-β-D-glucopyranose

3,4,6-tri-O-benzyl-2-acetamido-2-deoxyamino-α-D-glucopyranose