phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

Base Information

Chemical Name:phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside
CAS No.:327603-81-6
Molecular Formula:C₂₈H₃₂O₈S₄
Molecular Weight:624.821
Hs Code.:

Synonyms:phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

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Chemical Property of phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

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Technology Process of phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

There total 4 articles about phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside 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: 69.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 327603-93-0
Thiocarbonic acid O-[(2R,3S,4R,5S,6S)-2-((2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-5-methoxy-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

: 327603-81-6
phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: With dmap; In N,N-dimethyl-formamide; at 55 ℃; for 2h;
DOI:10.1021/ol006894+

Reference yield:

: 327603-45-2
phenyl 4-O-methyl-1-thio-α-L-rhamnopyranoside

: 327603-81-6
phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / tetrahydrofuran / 2 h / Heating

2: 90 percent / 4 Angstroem molecular sieves; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 20 °C

3: 99 percent / 80percent AcOH / 8 h / 50 °C

4: 69 percent / DMAP / dimethylformamide / 2 h / 55 °C

With dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol006894+

Reference yield:

: 327603-48-5
phenyl 4-O-methyl-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

: 327603-81-6
phenyl 3-O-(methylthio)carbonyl-4-O-methyl-2-S-phenyl-2,6-di-deoxy-β-L-glucopyranosyl-(1->4)-2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 4 Angstroem molecular sieves; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 20 °C

2: 99 percent / 80percent AcOH / 8 h / 50 °C

3: 69 percent / DMAP / dimethylformamide / 2 h / 55 °C

With dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol006894+