1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Base Information

Chemical Name:1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one
CAS No.:1315320-91-2
Molecular Formula:C₁₆H₁₈N₂O₂
Molecular Weight:270.331
Hs Code.:

Synonyms:1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

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Chemical Property of 1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

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Technology Process of 1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

There total 4 articles about 1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one 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: 61.0%

: 1315320-73-0
methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

: 1315320-91-2
1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -40 ℃; Inert atmosphere;
DOI:10.1021/ol2015658

Reference yield:

: 1315321-09-5
methyl 3-acetyl-1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

: 1315320-91-2
1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane / -40 °C / Inert atmosphere

With diisobutylaluminium hydride; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/ol2015658

Reference yield:

: 330567-73-2
methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

: 1315320-91-2
1-(but-2-yn-1-yl)-5-(hydroxymethyl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane / -40 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1021/ol2015658