5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate

Base Information

• Chemical Name: 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate
• CAS No.: 727991-06-2
• Molecular Formula: C₄₁H₄₈O₈SSi
• Molecular Weight: 728.979

Synonyms:5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate

Chemical Property of 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate

Chemical Property:

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Technology Process of 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate

There total 9 articles about 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate 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: 89.0%

t-butyldimethylsiyl triflate (69739-34-0) + 5-hydroxy-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyl dibenzoate (871095-80-6) → 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate (727991-06-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 4h;

Reference yield: 66.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 5-hydroxy-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyl dibenzoate (871095-80-6) → 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate (727991-06-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 48h;

DOI:10.1016/j.tet.2016.07.042

Reference yield:

C35H34O8S + t-butyldimethylsiyl triflate (69739-34-0) → 5-(tert-butyldimethylsilyloxy)-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate (727991-06-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

upstream raw materials:

t-butyldimethylsiyl triflate

5-hydroxy-6-((4-methoxybenzyloxy)methyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyl dibenzoate

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

4-methylphenyl (S)-4,6-O-[(4-methoxyphenyl)methylene]-1-thio-β-D-glucopyranoside

Downstream raw materials:

(2S,3S,4R,5R,6S)-4,5-Bis-benzoyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-p-tolylsulfanyl-tetrahydro-pyran-2-carboxylic acid

p-methylphenyl (methyl 2,3-di-O-benzoyl-4-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranosyluronate)

5-(tert-butyldimethylsilyloxy)-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldibenzoate

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