methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside

Base Information

• Chemical Name: methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside
• CAS No.: 172291-82-6
• Molecular Formula: C₄₈H₄₄O₁₄
• Molecular Weight: 844.869

Synonyms:methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside

Chemical Property of methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside

Chemical Property:

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Technology Process of methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside

There total 12 articles about methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside 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: 99.0%

methyl O-(3,4-di-O-benzoyl-2-O-phenoxythiocarbonyl-α-L-rhamnopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside (172291-81-5) → methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside (172291-82-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 110 ℃; for 2h;

DOI:10.1016/0008-6215(95)00122-A

Reference yield:

benzoyl chloride (98-88-4) → methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside (172291-82-6)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / Ambient temperature

2: 96 percent / H₂ / 10percent Pd/C / ethanol; acetic acid

3: 97 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTfl / CH₂Cl₂ / 2 h / Ambient temperature

4: 82 percent / HBF₄ / diethyl ether; methanol / 24 h / Ambient temperature

5: 97 percent / 4-dimethylaminopyridine / acetonitrile / 20 h / Ambient temperature

6: 99 percent / AIBN, tributyltin hydride / toluene / 2 h / 110 °C

With pyridine; dmap; tetrafluoroboric acid; 2,6-di-tert-butyl-4-methylpyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; dichloromethane; acetic acid; toluene; acetonitrile;

DOI:10.1016/0008-6215(95)00122-A

Reference yield:

methyl 2-O-benzyl-α-D-galactopyranoside (81348-16-5) → methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside (172291-82-6)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / Ambient temperature

2: 96 percent / H₂ / 10percent Pd/C / ethanol; acetic acid

3: 97 percent / 2,6-di-tert-butyl-4-methylpyridine, AgOTfl / CH₂Cl₂ / 2 h / Ambient temperature

4: 82 percent / HBF₄ / diethyl ether; methanol / 24 h / Ambient temperature

5: 97 percent / 4-dimethylaminopyridine / acetonitrile / 20 h / Ambient temperature

6: 99 percent / AIBN, tributyltin hydride / toluene / 2 h / 110 °C

With pyridine; dmap; tetrafluoroboric acid; 2,6-di-tert-butyl-4-methylpyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; dichloromethane; acetic acid; toluene; acetonitrile;

DOI:10.1016/0008-6215(95)00122-A

upstream raw materials:

methyl O-(3,4-di-O-benzoyl-2-O-phenoxythiocarbonyl-α-L-rhamnopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside

methyl 2-O-benzyl-α-D-galactopyranoside

benzoyl chloride

methyl-2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranoside

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