benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside
• CAS No.: 107983-28-8
• Molecular Formula: C₂₂H₂₆N₂O₅
• Molecular Weight: 398.459

Synonyms:benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside

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

Chemical Property:

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

There total 2 articles about benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-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: 67.0%

benzyl 2-acetamido-3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside (94902-89-3) → benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside (107983-28-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h;

DOI:10.1021/ja0172013

Reference yield:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside (78247-23-1) → benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside (107983-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 3 h / 0 °C

2: 49 percent / sodium azide / dimethylformamide / 130 °C

3: 67 percent / H₂ / palladium on charcoal / methanol / 6 h

With pyridine; sodium azide; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0172013

Reference yield: 94.0%

benzyl 2-acetamido-3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside (107983-28-8) + bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine (142421-57-6) → benzyl 2-acetamido-4,6-O-benzylidene-3-[[bis(α,α,α,α',α',α'-hexafluoro-3,5-xylyl)phosphino]amino]-2,3-dideoxy-α-D-glucopyranoside

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/ja0172013

upstream raw materials:

benzyl 2-acetamido-3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside

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

Downstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-3-<amino>-α-D-glucopyranoside

benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-3-<amino>-α-D-glucopyranoside

N-(benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranosid-3-yl)-D-alanyl-L-alanyl-D-glutamine methyl ester

N(benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranosid-3-yl)-L-alanyl-L-alanyl-D-glutamine methyl ester

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