p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside
• CAS No.: 929040-56-2
• Molecular Formula: C₄₁H₅₀O₇SSi
• Molecular Weight: 714.995

Synonyms:p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Chemical Property of p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

There total 6 articles about p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-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: 90.0%

p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside (929040-60-8) + t-butyldimethylsiyl triflate (69739-34-0) → p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside (929040-56-2) + p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldimethylsilyl-4-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -20 - 20 ℃;

DOI:10.1002/chem.200601090

Reference yield:

p-tolyl 3-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside → p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside (929040-56-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / N,N-dimethylaminopyridine / CH₂Cl₂ / 20 °C

2: NaCNBH₃; TFA / dimethylformamide / 48 h

3: 90 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

With 2,6-dimethylpyridine; dmap; sodium cyanoborohydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200601090

Reference yield:

p-tolyl 2-O-benzoyl-3-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside → p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside (929040-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaCNBH₃; TFA / dimethylformamide / 48 h

2: 90 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

With 2,6-dimethylpyridine; sodium cyanoborohydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200601090

upstream raw materials:

p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

t-butyldimethylsiyl triflate

p-Anisaldehyde dimethyl acetal

p-methylphenyl 1-thio-β-D-glucopyranoside

Downstream raw materials:

methyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-β-D-glucopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside

methyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-β-D-glucopyranosyl-(1->3)-4,6-O-(S)-benzylidene-2-deoxy-2-N-phthalimido-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside

p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside

p-tolyl 2-O-benzoyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-6-O-p-methoxybenzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-galactopyranoside

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