thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

Base Information

Chemical Name:thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester
CAS No.:371155-41-8
Molecular Formula:C₃₄H₂₃F₇N₂O₅S
Molecular Weight:704.622
Hs Code.:

thiocarbonic acid <i>O</i>-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9<i>H</i>-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester <i>O</i>-pentafluorophenyl ester

Synonyms:thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

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Chemical Property of thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

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Technology Process of thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

There total 4 articles about thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester 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: 54.0%

: 135192-53-9
pentafluorophenoxythiocarbonyl chloride

: 371155-38-3
N,N-dimethyl (4S,3'S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-(2',2'-difluoro-3'-hydroxy)propionamide

: 371155-41-8
thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

Guidance literature:: With dmap; 1-hydroxy-pyrrolidine-2,5-dione; In toluene; at 90 ℃;
DOI:10.1021/jo015754q

Reference yield:

: 122213-54-1
(4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxaldehyde

: 371155-41-8
thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Zn powder / tetrahydrofuran / 2 h / 20 °C

2: 98 percent / n-BuLi / tetrahydrofuran / 1.5 h / 20 °C

3: 54 percent / 4-dimethylaminopyridine; N-hydroxysuccinimide / toluene / 90 °C

With dmap; 1-hydroxy-pyrrolidine-2,5-dione; n-butyllithium; zinc; In tetrahydrofuran; toluene;
DOI:10.1021/jo015754q

Reference yield:

: 2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidine-4-carboxylic acid methyl ester

: 371155-41-8
thiocarbonic acid O-{2-dimethylcarbamoyl-2,2-difluoro-1-[2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-oxazolidin-4-yl]-ethyl} ester O-pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / LiAlH₄ / tetrahydrofuran / 2 h / -78 - -75 °C

2: Zn powder / tetrahydrofuran / 2 h / 20 °C

3: 98 percent / n-BuLi / tetrahydrofuran / 1.5 h / 20 °C

4: 54 percent / 4-dimethylaminopyridine; N-hydroxysuccinimide / toluene / 90 °C

With dmap; 1-hydroxy-pyrrolidine-2,5-dione; lithium aluminium tetrahydride; n-butyllithium; zinc; In tetrahydrofuran; toluene;
DOI:10.1021/jo015754q