3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione
CAS No.:938065-78-2
Molecular Formula:C₁₉H₁₈N₂O₅
Molecular Weight:354.362
Hs Code.:

Synonyms:3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

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Chemical Property of 3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

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Technology Process of 3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

There total 2 articles about 3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione 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: 70.0%

: 2775-87-3
3-N-benzoyluracil

: 185622-63-3
(3aS,4S,6R)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol

: 938065-78-2
3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: With di-isopropyl azodicarboxylate; 1,2-bis-(diphenylphosphino)ethane; at 0 - 20 ℃; for 18h;
DOI:10.1080/15257770.2013.771187

Reference yield:

: 115509-13-2
(3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one

: 938065-78-2
3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 1 h / 20 °C

2: 1,2-bis-(diphenylphosphino)ethane; di-isopropyl azodicarboxylate / 18 h / 0 - 20 °C

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; 1,2-bis-(diphenylphosphino)ethane; In methanol; 1: |Luche Cerium Reduction / 2: |Mitsunobu Displacement;
DOI:10.1080/15257770.2013.771187

Reference yield:

: 938065-78-2
3-benzoyl-1'-(2',2'-dimethyl-4',6'-dihydro-3'H-cyclopenta[1',3']dioxol-4'-yl)-1H-pyrimidine-2,4-dione

: 2,4,6-Triisopropyl-benzenesulfonic acid 1-((3aS,4R,6aR)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 7.50 g / NaOH / methanol / 12 h / 20 °C

2: hydrogen / Pd/C / methanol / 0.33 h / 20 °C / 1292.87 Torr

3: 4-(dimethylamino)pyridine; triethylamine / acetonitrile / 3 h / 20 °C

With dmap; sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1016/j.bmc.2006.07.052