3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

Base Information

Chemical Name:3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone
CAS No.:102921-96-0
Molecular Formula:C₃₈H₃₂N₂O₁₀
Molecular Weight:676.679
Hs Code.:

Synonyms:3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

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Chemical Property of 3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

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Technology Process of 3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

There total 7 articles about 3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone 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:

: 50593-92-5
5-bromo-2-methylsulfanyl-pyrimidine-4-carboxylic acid

: 102921-96-0
3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / KOH, H₂ / 5percent Pd/BaSO₄ / methanol / 1810.02 Torr

2: 68 percent / N,N-dimethylchloromethyleniminium chloride, NaBH₄ / CH₂Cl₂; tetrahydrofuran; acetonitrile; dimethylformamide / 3 h / -78 - -20 °C

3: 71 percent / methanol / 12 h / Heating

4: 98 percent / 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

5: 1.) Na₂CO₃ / 1.) CH₂Cl₂, RT, 5 min, 2.) CH₂Cl₂, CH₃CN, RT, 24 h

6: NaBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

With dmap; potassium hydroxide; sodium tetrahydroborate; N,N-dimethylchloromethyleniminium chloride; hydrogen; sodium carbonate; triethylamine; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00158a009

Reference yield:

: 102921-94-8
4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

: 102921-96-0
3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

: 102921-97-1
3,4-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 1h;
DOI:10.1021/jm00158a009

Reference yield:

: 102921-92-6
4-(hydroxymethyl)-2-(methylthio)pyrimidine

: 102921-96-0
3,6-dihydro-4-<(benzoyloxy)methyl>-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / methanol / 12 h / Heating

2: 98 percent / 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

3: 1.) Na₂CO₃ / 1.) CH₂Cl₂, RT, 5 min, 2.) CH₂Cl₂, CH₃CN, RT, 24 h

4: NaBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

With dmap; sodium tetrahydroborate; sodium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00158a009