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

Base Information

Chemical Name:benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-4-O-acetyl-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside
CAS No.:94821-06-4
Molecular Formula:C₃₇H₄₇IO₁₃
Molecular Weight:826.677
Hs Code.:

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

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

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

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

There total 5 articles about benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-4-O-acetyl-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-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: 58.0%

: 108-24-7
acetic anhydride

: 94821-05-3
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

: 94821-06-4
benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-4-O-acetyl-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside

Guidance literature:: With pyridine; at 5 ℃; for 24h;
DOI:10.1021/jo00207a009

Reference yield:

: 94820-95-8
benzyl 4-O-benzoyl-2-bromo-3-O-(2-bromo-2,6-dideoxy-β-D-glucopyranosyl)-2,6-dideoxy-β-D-glucopyranoside

: 94821-06-4
benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-4-O-acetyl-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 46 percent / H₂, Et₃N / 10percent Pd/C / ethyl acetate / 24 h / Ambient temperature

2: 1.) N-iodosuccinimide, molecular sieves 4 A / 1.) acetonitrile, 1 h, 2.) ether, RT, 3 d

3: 58 percent / pyridine / 24 h / 5 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/jo00207a009

Reference yield:

: 86448-03-5
C₃₄H₃₄Br₂O₁₀

: 94821-06-4
benzyl 3-O-<3-O-(4-O-acetyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranosyl)-4-O-acetyl-2,6-dideoxy-β-D-arabino-hexopyranosyl>-4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 1.) N-iodosuccinimide, molecular sieves 4 A / 1.) acetonitrile, 1 h, 2.) ether, RT, 3 d

4: 58 percent / pyridine / 24 h / 5 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; hydrogen; sodium methylate; triethylamine; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1021/jo00207a009