benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside
• CAS No.: 176300-16-6
• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.444
• Mol file: 176300-16-6.mol

Synonyms:benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

Chemical Property of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

There total 8 articles about benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside 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:

benzyl 2-acetamido-2-deoxy-β-D-glucopyranoside (3055-51-4,3554-93-6,10380-86-6,13343-62-9,13343-67-4,19374-70-0,33423-30-2,33501-36-9,41355-95-7,86834-14-2,111003-11-3,347411-88-5) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (176300-16-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Ph₃P, DEAD / tetrahydrofuran / 1.5 h / 65 °C

2: NaOMe / methanol / 1 h / Ambient temperature

3: p-TsOH / acetonitrile / 2 h / Ambient temperature

With sodium methylate; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1039/CC9960000127

Reference yield:

benzyl 2-acetamido-3,6-di-O-benzoyl-β-D-allopyranoside (176167-78-5) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (176300-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol / 1 h / Ambient temperature

2: p-TsOH / acetonitrile / 2 h / Ambient temperature

With sodium methylate; toluene-4-sulfonic acid; In methanol; acetonitrile;

DOI:10.1039/CC9960000127

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + N-((2R,3R,4S,5S,6R)-2-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide (19374-70-0,347411-88-5) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (176300-16-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 2h; Yield given; Ambient temperature;

DOI:10.1039/CC9960000127

upstream raw materials:

benzaldehyde dimethyl acetal

N-((2R,3R,4S,5S,6R)-2-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

benzyl 2-acetamido-3,6-di-O-benzoyl-β-D-allopyranoside

benzyl 2-acetamido-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside-2,3-sulfamidate

benzyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

N-((2R,4aR,6R,7R,8S,8aS)-8-Allyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

benzyl 4,6-O-benzylidene-2-deoxy-2-ethylamino-β-D-allopyranoside