pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS No.: 920508-59-4
• Molecular Formula: C₂₀H₂₇NO₆
• Molecular Weight: 377.437

Synonyms:pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property of pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 3 articles about pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-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:

4-pentenyl 2-acetamido-2-deoxy-α-D-glucopyranoside (262363-68-8) + benzaldehyde dimethyl acetal (1125-88-8) → pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (920508-59-4)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 15h; pH=3 - 4;

DOI:10.1002/hlca.200690234

Reference yield:

n-Pent-4-enyl alcohol (821-09-0) → pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (920508-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH*H₂O / 24 h / 90 °C

2: 11.1 g / TsOH*H₂O / acetonitrile / 15 h / 20 °C / pH 3 - 4

With toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1002/hlca.200690234

Reference yield:

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) → pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (920508-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH*H₂O / 24 h / 90 °C

2: 11.1 g / TsOH*H₂O / acetonitrile / 15 h / 20 °C / pH 3 - 4

With toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1002/hlca.200690234

upstream raw materials:

4-pentenyl 2-acetamido-2-deoxy-α-D-glucopyranoside

benzaldehyde dimethyl acetal

n-Pent-4-enyl alcohol

N-Acetyl-D-glucosamine

Downstream raw materials:

pent-4-enyl N-acetyl-2-amino-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

pent-4-enyl (methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

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