β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

Base Information

Chemical Name:β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile
CAS No.:214491-95-9
Molecular Formula:C₁₉H₁₅FN₂O₃
Molecular Weight:338.338
Hs Code.:

Synonyms:β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

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Chemical Property of β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

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Technology Process of β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

There total 3 articles about β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile 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: 80.0%

: 216754-32-4
3-[2-(2-fluorophenyl)-1-oxoethyl]-4-(R)-phenyl-2-oxazolidinone

: 590-17-0
cyanomethyl bromide

: 214491-95-9
β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

: 214491-99-3
β-(S)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

Guidance literature:: 3-[2-(2-fluorophenyl)-1-oxoethyl]-4-(R)-phenyl-2-oxazolidinone; With lithium hexamethyldisilazane; In tetrahydrofuran; at -8 - 0 ℃; for 1h;

cyanomethyl bromide; In tetrahydrofuran; at -20 - -15 ℃; for 4.5h;
DOI:10.1021/jo020256i

Reference yield:

: 90319-52-1,7480-32-2
(4R)-phenyl-2-oxazolidinone

: 214491-95-9
β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / triethylamine; pivaloyl chloride / toluene / 5 h / 80 - 85 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -8 - 0 °C

2.2: 80 percent / tetrahydrofuran / 4.5 h / -20 - -15 °C

With pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/jo020256i

Reference yield:

: 451-82-1
(2-fluorophenyl)acetic acid

: 214491-95-9
β-(R)-(2-fluorophenyl)-γ,2-dioxo-4-(R)-phenyl-3-oxazolidinebutyronitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / triethylamine; pivaloyl chloride / toluene / 5 h / 80 - 85 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -8 - 0 °C

2.2: 80 percent / tetrahydrofuran / 4.5 h / -20 - -15 °C

With pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/jo020256i