benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside

Base Information

• Chemical Name: benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside
• CAS No.: 94820-99-2
• Molecular Formula: C₂₆H₃₂O₈
• Molecular Weight: 472.535

Synonyms:benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside

Chemical Property of benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside

Chemical Property:

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Technology Process of benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside

There total 2 articles about benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside 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: 46.0%

benzyl 4-O-benzoyl-2-bromo-3-O-(2-bromo-2,6-dideoxy-β-D-glucopyranosyl)-2,6-dideoxy-β-D-glucopyranoside (94820-95-8) → benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-erythro-hexopyranos-3-ulosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside (94821-00-8) + benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside (94820-99-2)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; for 24h; Ambient temperature;

DOI:10.1021/jo00207a009

Reference yield:

C34H34Br2O10 (86448-03-5) → benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside (94820-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NaOCH₃ / methanol / 5 h / Ambient temperature

2: 46 percent / H₂, Et₃N / 10percent Pd/C / ethyl acetate / 24 h / Ambient temperature

With hydrogen; sodium methylate; triethylamine; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jo00207a009

Reference yield: 62.0%

benzyl-4-O-benzoyl-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranoside (94820-99-2) + 4-O-acetyl-1,5-anhydro-1,2,6-trideoxy-3-C-methyl-L-arabino-hex-1-enitol (70717-92-9) → benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside (94821-05-3)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; at 23 ℃;

DOI:10.1021/jo015756a

upstream raw materials:

benzyl 4-O-benzoyl-2-bromo-3-O-(2-bromo-2,6-dideoxy-β-D-glucopyranosyl)-2,6-dideoxy-β-D-glucopyranoside

C₃₄H₃₄Br₂O₁₀

Downstream raw materials:

Benzyl-O-(4-O-acetyl-2,6-didesoxy-2-iod-3-C-methyl-α-D-altropyranosyl)-(1->3)-O-(2,6-didesoxy-β-D-arabino-hexopyranosyl)-(1->3)-(4-O-benzoyl-2,6-didesoxy-β-D-arabino-hexopyranosid

benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside

Benzyl-O-(4-O-acetyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosyl)-(1->3)-O-(2,6-didesoxy-β-D-arabino-hexopyranosyl)-(1->3)-4-O-benzoyl-2,6-didesoxy-β-D-arabino-hexopyranosid

Benzyl-O-(4-O-acetyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosyl)-(1->3)-O-(4-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-(1->3)-4-O-benzoyl-2,6-didesoxy-β-D-arabino-hexopyranosid

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