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

Base Information

Chemical Name:1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]-5-methyl-2-pyridone
CAS No.:491842-73-0
Molecular Formula:C₃₅H₃₇NO₉S
Molecular Weight:647.746
Hs Code.:

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

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

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

There total 1 articles about 1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]-5-methyl-2-pyridone 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: 87.0%

: 1003-68-5
5-methyl-2-pyridone

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

: 491842-73-0
1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]-5-methyl-2-pyridone

Guidance literature:: 5-methyl-2-pyridone; 4-C-[(phenylmethoxy)methyl]-3-O-(phenylmethyl)-1,2-diacetate 5-(4-methylbenzenesulfonate)-L-lyxofuranose; With N,O-bis-(trimethylsilyl)-acetamide; In 1,2-dichloro-ethane; for 0.5h; Heating;

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 3h; Further stages.; Heating;
DOI:10.1002/1521-3765(20021018)8:20<4796::AID-CHEM4796>3.0.CO;2-O

Reference yield: 96.0%

: 491842-73-0
1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]-5-methyl-2-pyridone

: 491842-74-1
1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-5-methyl-2-pyridone

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 11h;
DOI:10.1002/1521-3765(20021018)8:20<4796::AID-CHEM4796>3.0.CO;2-O

Reference yield:

: 491842-73-0
1-[2-O-acetyl-3,5-di-O-benzyl-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranosyl]-5-methyl-2-pyridone

: 1-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]-5-methyl-2-pyridone

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / K₂CO₃ / methanol / 11 h / 20 °C

2: 91 percent / cyclohexene / 20percent palladium hydroxide/C / ethanol / 2 h / Heating

3: 97 percent / pyridine / 1 h / 20 °C

With pyridine; potassium carbonate; cyclohexene; 20percent palladium hydroxide/C; In methanol; ethanol;
DOI:10.1002/1521-3765(20021018)8:20<4796::AID-CHEM4796>3.0.CO;2-O