p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside
• CAS No.: 1461749-28-9
• Molecular Formula: C₃₄H₂₉IO₇S
• Molecular Weight: 708.571

Synonyms:p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside

Chemical Property of p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside

There total 1 articles about p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside 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: 71.0%

S-4-methylphenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (762287-64-9) → p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside (1461749-28-9)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201300575

Reference yield: 84.0%

p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside (1461749-28-9) → p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 3h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201300575

Reference yield:

p-tolyl 2, 3, 4-tri-O-benzoyl-6-deoxy-6-iodo-1-thio-β-D-glucopyranoside (1461749-28-9) → 2,3,4-tri-O-benzoyl-6-deoxy-D-glucopyranosyl trichloroacetimidate

Guidance literature:

Multi-step reaction with 2 steps

1.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 3 h / Reflux; Inert atmosphere

2.1: N-Bromosuccinimide / acetone; water / 1 h / 0 °C

2.2: 2 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In water; acetone; toluene;

DOI:10.1002/ejoc.201300575

upstream raw materials:

S-4-methylphenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside

Downstream raw materials:

p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

p-methoxyphenyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl-(1→2)-3,4-di-O-acetyl-β-D-xylopyranosyl-(13)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

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