4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate

Base Information

• Chemical Name: 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate
• CAS No.: 917225-80-0
• Molecular Formula: C₂₂H₂₀O₇
• Molecular Weight: 396.397

Synonyms:4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate

Chemical Property of 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate

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Technology Process of 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate

There total 1 articles about 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate 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%

methyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (6605-37-4,56248-18-1) + acetic anhydride (108-24-7) → 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate (917225-80-0)

Guidance literature:

With sulfuric acid; sodium acetate; at -40 ℃;

DOI:10.1039/c004204h

Reference yield: 86.0%

4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate (917225-80-0) → 4,6-Di-O-benzoyl-2,3-dideoxy-α-D-erythro-hexopyranosyl acetate (917225-81-1) + (2R,3S)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran (51842-45-6)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethyl acetate; toluene; at 0 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.09.091

Reference yield: 86.0%

4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl acetate (917225-80-0) → 4,6-Di-O-benzoyl-2,3-dideoxy-α-D-erythro-hexopyranosyl acetate (917225-81-1)

Guidance literature:

With 5% rhodium on alumina; hydrogen; sodium acetate; In ethyl acetate; toluene; at 0 ℃;

DOI:10.1039/c004204h

upstream raw materials:

methyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

acetic anhydride

Downstream raw materials:

4,6-Di-O-benzoyl-2,3-dideoxy-α-D-erythro-hexopyranosyl acetate

(2R,3S)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran

6-O-(4',6'-di-O-benzoyl-2',3'-dideoxy-α-D-erythro-hex-2-enopyranosyl)-2,3-dideoxy-α-D-glycelo-hex-2-enopyranos-4-ulosyl acetate

6-O-(4',6'-di-O-benzoyl-2',3'-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2,3-dideoxy-α-D-glycelo-hex-2-enopyranos-4-ulosyl acetate

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