p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

Base Information

Chemical Name:p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose
CAS No.:817195-49-6
Molecular Formula:C₂₆H₂₃N₃O₅S
Molecular Weight:489.552
Hs Code.:

Synonyms:p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

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Chemical Property of p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

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Technology Process of p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

There total 7 articles about p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose 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:

: 98-88-4
benzoyl chloride

: 106-45-6
para-thiocresol

: 13035-61-5
1,2,3,5-tetraacetylribose

: 817195-49-6
p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

: p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-α-D-ribofuranose

Guidance literature:: para-thiocresol; 1,2,3,5-tetraacetylribose; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 11h;

With methanol; sodium methylate; In dichloromethane; at 0 ℃; for 2h;

benzoyl chloride; With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; triethylamine; p-toluenesulfonyl chloride; more than 3 stages;

Reference yield:

: p-tolyl 1-thio-D-ribofuranoside

: 817195-49-6
p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 10 h / 20 °C

2: NaN₃ / dimethylformamide; hexamethylphosphoric acid triamide / 3 h / 50 °C

3: pyridine / 4 h

With pyridine; sodium azide; triethylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200462003

Reference yield:

: Toluene-4-sulfonic acid (2R,3S,4R)-3,4-dihydroxy-5-p-tolylsulfanyl-tetrahydro-furan-2-ylmethyl ester

: 817195-49-6
p-methylphenyl 5-deoxy-5-azido-2,3-di-O-benzoyl-1-thio-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: NaN₃ / dimethylformamide; hexamethylphosphoric acid triamide / 3 h / 50 °C

2: pyridine / 4 h

With pyridine; sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1002/anie.200462003