2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose

Base Information

Chemical Name:2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose
CAS No.:213738-28-4
Molecular Formula:C₃₈H₄₇NO₁₆
Molecular Weight:773.788
Hs Code.:

Synonyms:2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose

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Chemical Property of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose

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Technology Process of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose

There total 1 articles about 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-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: 84.0%

: 204511-04-6
Acetic acid (2S,3R,4R,5S,6R)-3-acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 213738-28-4
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; toluene; at -45 - 0 ℃; for 4h;
DOI:10.1021/jo0100345

Reference yield:

: 213738-28-4
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-1,6-di-O-benzyl-2-deoxy-α-D-glucopyranose

: dibenzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranose phosphate

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethanol

2: 119.2 mg / DMAP; pyridine

3: 84 percent / hydrazine monoacetate / dimethylformamide / 96 h

4: 89 percent / LiHMDS / tetrahydrofuran; hexane / 0.5 h / -68 - 0 °C

With pyridine; dmap; hydrogen; hydrazinium monoacetate; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo0100345