benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside
• CAS No.: 79297-67-9
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444

Synonyms:benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Chemical Property of benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

Chemical Property:

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Technology Process of benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside

There total 4 articles about benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside 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: 79.0%

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-phenoxythiocarbonyl-α-D-glucopyranoside (141019-76-3) → benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside (79297-67-9)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 2h;

DOI:10.1016/0008-6215(90)84053-W

Reference yield: 65.0%

Dithiocarbonic acid O-((2R,4aR,6S,7R,8R,8aS)-7-acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl) ester S-methyl ester → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (78246-81-8) + benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside (79297-67-9)

Guidance literature:

With tri-n-butyl-tin hydride; In toluene; for 5h; Heating;

Reference yield: 57.0%

Imidazole-1-carbothioic acid O-((2R,4aR,6S,7R,8R,8aS)-7-acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl) ester (79233-82-2) → benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside (79297-67-9)

Guidance literature:

With tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1021/jo00337a004

upstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-phenoxythiocarbonyl-α-D-glucopyranoside

Imidazole-1-carbothioic acid O-((2R,4aR,6S,7R,8R,8aS)-7-acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl) ester

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-α-D-ribo-hexopyranosyl dibenzyl phosphate

benzyl 2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-α-D-ribo-hexopyranoside

benzyl 2-acetamido-2,3-dideoxy-α-D-ribo-hexopyranoside

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