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

Base Information

• Chemical Name: methyl 6-methyl-2-oxo-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS No.: 1315320-80-9
• Molecular Formula: C₁₉H₂₄N₂O₃Si
• Molecular Weight: 356.497

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

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

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

There total 5 articles about methyl 6-methyl-2-oxo-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-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: 89.0%

methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315321-11-9) → methyl 6-methyl-2-oxo-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315320-80-9)

Guidance literature:

With piperidine; In tetrahydrofuran; at 35 ℃; Inert atmosphere;

DOI:10.1021/ol2015658

Reference yield: 89.0%

→ methyl 6-methyl-2-oxo-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315320-80-9)

Guidance literature:

With piperidine; In tetrahydrofuran; at 35 ℃; for 4h; Inert atmosphere;

Reference yield:

methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (330567-73-2) → methyl 6-methyl-2-oxo-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate (1315320-80-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: piperidine / tetrahydrofuran / 35 °C / Inert atmosphere

With piperidine; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 1: Mitsunobu reaction;

DOI:10.1021/ol2015658

upstream raw materials:

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

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

3-trimethylsilyl-2-propyn-1-ol

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

Downstream raw materials:

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

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