(1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

Base Information

Chemical Name:(1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile
CAS No.:815587-29-2
Molecular Formula:C₁₉H₁₉N₃O₃
Molecular Weight:337.378
Hs Code.:

Synonyms:(1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

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Chemical Property of (1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

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Technology Process of (1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

There total 4 articles about (1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile 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: 68.0%

: 815587-24-7
(1R,4S)-4-((benzyloxy)methyl)-4-cyanocyclopent-2-enyl ethyl carbonate

: 65-71-4,28806-14-6,691841-57-3
thymin

: 815587-29-2
(1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/jo040215h

Reference yield:

: 815587-21-4
(1S,4R)-1-((benzyloxy)methyl)-4-hydroxycyclopent-2-enecarbonitrile

: 815587-29-2
(1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / pyridine / CH₂Cl₂ / 1.5 h / 20 °C

2: 68 percent / Pd(PPh₃)4 / dimethylformamide / 1 h / 20 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo040215h

Reference yield:

: 815587-18-9
(S)-1-((benzyloxy)methyl)-4-oxocyclopent-2-enecarbonitrile

: 815587-29-2
(1S,4R)-1-((benzyloxy)methyl)-4-(3,4-dihydro-5-methyl-2,4-dioxopyrimidin-1(2H)-yl)cyclopent-2-enecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄; CeCl₃*7H₂O / methanol / 0.33 h / 0 °C

2: 91 percent / pyridine / CH₂Cl₂ / 1.5 h / 20 °C

3: 68 percent / Pd(PPh₃)4 / dimethylformamide / 1 h / 20 °C

With pyridine; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo040215h