2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose

Base Information

• Chemical Name: 2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose
• CAS No.: 741672-17-3
• Molecular Formula: C₅₆H₆₉NO₆Si₃
• Molecular Weight: 936.423

Synonyms:2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose

Chemical Property of 2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose

Chemical Property:

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Technology Process of 2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose

There total 2 articles about 2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-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: 70.0%

N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) + tert-butylchlorodiphenylsilane (58479-61-1) → 2-acetamido-1,3,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose (741672-19-5) + 2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose (741672-17-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 47h;

DOI:10.1246/bcsj.77.1181

Reference yield: 53.0%

N-Acetyl-D-glucosamine (7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4) + tert-butylchlorodiphenylsilane (58479-61-1) → N-[(2R,3R,4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,4,5-trihydroxy-tetrahydro-pyran-3-yl]-acetamide + N-[2-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-tetrahydro-pyran-3-yl]-acetamide + 2-acetamido-1,3,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose (741672-19-5) + 2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose (741672-17-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1246/bcsj.77.1181

Reference yield: 39.0%

2-acetamido-1,4,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose (741672-17-3) → 2-acetamido-1,3,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose (741672-19-5)

Guidance literature:

With sodium hydroxide; In ethanol; water;

DOI:10.1246/bcsj.77.1181

upstream raw materials:

N-Acetyl-D-glucosamine

tert-butylchlorodiphenylsilane

Downstream raw materials:

2-acetamido-1,3,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucopyranose

2-acetamido-5-O-acetyl-1,3,6-tris-O-t-butyldiphenylsilyl-2-deoxy-β-D-glucofuranose

2-acetamido-1,3,6-tris-O-t-butyldiphenylsilyl-4-chloromethylsulfonyl-2-deoxy-β-D-glucopyranose

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-galactopyranoside

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