[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

Base Information

Chemical Name:[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid
CAS No.:1374134-94-7
Molecular Formula:C₁₈H₁₆BF₆N₃O₄S
Molecular Weight:495.21
Hs Code.:

Synonyms:[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

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Chemical Property of [4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

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Technology Process of [4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

There total 4 articles about [4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid 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:

: 1233083-43-6
(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[5-bromo-2-(methylsulfanyl)pyrimidin-4-yl]methyl}-4-methyl-1,3-oxazolidin-2-one

: 1374134-94-7
[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

Guidance literature:: With 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron; potassium acetate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); tricyclohexylphosphine; In tetrahydrofuran; at 140 ℃; for 1h; microwave irradiation; sealed tube;

Reference yield:

: 944317-70-8
[5-bromo-2-(methylsulfanyl)pyrimidin-4-yl]methanol

: 1374134-94-7
[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 4 h / 0 - 20 °C

3.1: 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron; potassium acetate / dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); tricyclohexylphosphine / tetrahydrofuran / 1 h / 140 °C / microwave irradiation; sealed tube

With 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron; potassium acetate; sodium hydride; triethylamine; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); tricyclohexylphosphine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 1374134-68-5
5-bromo-2-(methylsulfanyl)-4-[(methylsulfonyl)methyl]pyrimidine

: 1374134-94-7
[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfanyl)pyrimidin-5-yl]boronic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 4 h / 0 - 20 °C

2.1: potassium acetate; 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron / tricyclohexylphosphine; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / tetrahydrofuran / 1 h / 140 °C / microwave irradiation; sealed tube

With 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron; potassium acetate; sodium hydride; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); tricyclohexylphosphine; In tetrahydrofuran;