2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate

Base Information

• Chemical Name: 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate
• CAS No.: 147072-58-0
• Molecular Formula: C₂₈H₃₄NO₁₂P
• Molecular Weight: 607.551

Synonyms:2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate

Chemical Property of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate

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Technology Process of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate

There total 29 articles about 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate 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: 97.0%

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphanyloxy)-tetrahydro-pyran-4-yl ester (147072-52-4) → 3,4,6-tri-O-acetyl-2-acetamido-1-O-[bis(benzyloxy)phophoryl]-2-deoxy-α-D-glucopyranose (79184-08-0,147072-58-0,69503-80-6)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; for 1.5h; Ambient temperature;

Reference yield: 93.0%

Acetic acid (2R,3R,4R,5R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphanyloxy)-tetrahydro-pyran-4-yl ester (149717-34-0) → 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate (147072-58-0)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; for 1.5h; Ambient temperature;

Reference yield: 69.0%

phosphoric acid dibenzyl ester (1623-08-1) + acetic acid (3aR,5R,6R,7R,7aR)-6-acetoxy-5-acetoxymethyl-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-7-yl ester (10378-06-0) → 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranose 1-dibenzylphosphate (147072-58-0)

Guidance literature:

In 1,2-dichloro-ethane; for 24h; Inert atmosphere;

DOI:10.1039/c0ob00372g

upstream raw materials:

phosphoric acid dibenzyl ester

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphanyloxy)-tetrahydro-pyran-4-yl ester

benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside

Downstream raw materials:

2-amino-2-deoxy-D-glucopyranose-1-(dihydrogen phosphate)

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

2-acetamido-2-deoxy-α-D-glucosyl dicyclohexylammonium phosphate

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