6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

Base Information

Chemical Name:6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one
CAS No.:569684-22-6
Molecular Formula:C₂₄H₁₉F₆N₃O₄S
Molecular Weight:559.489
Hs Code.:

Synonyms:6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

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Chemical Property of 6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

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Technology Process of 6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

There total 7 articles about 6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-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: 78.0%

: 569684-22-6
6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

Guidance literature:

Reference yield: 63.0%

: 569684-10-2
6-[3,5-bis(trifluoromethyl)benzyl]-2-methylthio-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

: 569684-22-6
6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; at 0 - 20 ℃; for 3.5h;
DOI:10.1016/j.bmc.2005.06.015

Reference yield:

: 6299-25-8
4,6-Dichloro-2-(methylthio)pyrimidine

: 569684-22-6
6-[3,5-bis(trifluoromethyl)benzyl]-2-methylsulfonyl-4-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 3 h / -78 °C

1.2: 58 percent / tetrahydrofuran / 0.17 h

2.1: thionyl chloride / dimethylformamide / 2 h / Heating

3.1: triethylamine / tetrahydrofuran / 3 h / 0 - 20 °C

4.1: 17.8 g / potassium carbonate / dimethylformamide / 1 h / 80 °C

5.1: 86 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene; dioxane / 6 h / Heating

6.1: 63 percent / m-chloroperbenzoic acid / tetrahydrofuran / 3.5 h / 0 - 20 °C

With thionyl chloride; sodium carbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene; 5.1: Suzuki coupling;
DOI:10.1016/j.bmc.2005.06.015