2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

Base Information

• Chemical Name: 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose
• CAS No.: 70749-28-9
• Molecular Formula: C₁₄H₂₁NO₉
• Molecular Weight: 347.322
• Mol file: 70749-28-9.mol

Synonyms:2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

Chemical Property of 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

There total 23 articles about 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 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: 98.0%

Acetic acid (2R,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-4-yl ester (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) → 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranose (10294-12-9,10353-11-4,34051-43-9,70749-28-9,116559-73-0,147129-68-8,76612-22-1)

Guidance literature:

With tetraethylammonium perchlorate; In methanol; Product distribution; Mechanism; electrolysis, Au-, var.: Pt-, graphite electrode;

DOI:10.1246/cl.1980.1609

Reference yield: 96.0%

allyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (63064-48-2,116288-58-5,117299-90-8,126778-02-7,28738-44-5) → 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranose (10294-12-9,10353-11-4,34051-43-9,70749-28-9,116559-73-0,147129-68-8,76612-22-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetic acid; at 80 ℃; for 0.166667h;

DOI:10.1248/cpb.40.1718

Reference yield: 95.0%

2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3,14086-90-9) → 2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose (10294-12-9,10353-11-4,70749-28-9,76612-22-1,116559-73-0,147129-68-8,34051-43-9)

Guidance literature:

With benzylamine; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/acs.joc.0c01252

upstream raw materials:

benzyl 3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-α-D-glucopyranoside

2-(trimethylsilyl)ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

(E/Z)-prop-1-enyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

Downstream raw materials:

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucose 4-phenylsemicarbazone

1-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-phenylsemicarbazide

diphenyl (2-acetamido-3,4,6,-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl) phosphate