1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

Base Information

Chemical Name:1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole
CAS No.:867273-19-6
Molecular Formula:C₃₂H₃₄N₂O₈S
Molecular Weight:606.697
Hs Code.:

Synonyms:1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

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Chemical Property of 1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

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Technology Process of 1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

There total 1 articles about 1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole 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: 40.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 18156-74-6
1-(Trimethylsilyl)imidazole

: 209968-86-5
4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose

: 867273-19-6
1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

: Trifluoro-methanesulfonate1,3-bis-[(2R,3R,4S,5S)-3-acetoxy-4-benzyloxy-5-benzyloxymethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-2-yl]-3H-imidazol-1-ium;

Guidance literature:: In 1,2-dichloro-ethane; at 20 ℃; for 24h;
DOI:10.1248/cpb.53.843

Reference yield: 94.0%

: 867273-19-6
1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

: 867273-21-0
1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)imidazole

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 16h;
DOI:10.1248/cpb.53.843

Reference yield:

: 867273-19-6
1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]imidazole

: 1-(5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl)imidazole

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / K₂CO₃ / methanol / 16 h / 20 °C

2: 78 percent / cyclohexene / Pd(OH)2/C / ethanol / 1.5 h / Heating

3: 47 percent / pyridine / 3.5 h / 20 °C

With pyridine; potassium carbonate; cyclohexene; palladium dihydroxide; In methanol; ethanol;
DOI:10.1248/cpb.53.843