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

Base Information

• Chemical Name: methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 1315320-73-0
• Molecular Formula: C₁₇H₁₈N₂O₃
• Molecular Weight: 298.342

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

Chemical Property of methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Chemical Property:

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Technology Process of methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 4 articles about methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate 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: 99.0%

methyl 3-acetyl-1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315321-09-5) → methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315320-73-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol2015658

Reference yield: 99.0%

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

Guidance literature:

With potassium carbonate; In methanol; Inert atmosphere;

Reference yield:

methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (330567-73-2) → methyl 1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315320-73-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; 1: Mitsunobu reaction;

DOI:10.1021/ol2015658

upstream raw materials:

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

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

5-methoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Downstream raw materials:

N-benzyl-1-(but-2-yn-1-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxamide

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

methyl 6-methyl-1-oxo-3-phenyl-2,3,7,8-tetrahydro-1H-pyrido[1,2-c]pyrimidine-4-carboxylate

methyl 2,6-dimethyl-1-oxo-3-phenyl-2,3,7,8-tetrahydro-1H-pyrido[1,2-c]pyrimidine-4-carboxylate

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