(4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

Base Information

Chemical Name:(4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one
CAS No.:869588-20-5
Molecular Formula:C₃₁H₂₅F₂NO₄
Molecular Weight:513.541
Hs Code.:

Synonyms:(4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

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Chemical Property of (4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

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Technology Process of (4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

There total 6 articles about (4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-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:

: 869588-19-2
(4R,5R)-4-(4-benzyloxyphenyl)-3-(4-fluorophenyl)-5-[(E)-3-(4-fluorophenyl)-3-oxopropenyl]oxazolidin-2-one

: 869588-20-5
(4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 23 ℃; for 3h;
DOI:10.1039/b510100j

Reference yield:

: 795306-88-6
(3S,4R)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-3-hydroxyazetidin-2-one

: 869588-20-5
(4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / NaOMe / 2 h / 23 °C

2: 82 percent / i-Pr₂NEt; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 13 h / -78 - 23 °C

3: 92 percent / sodium borohydride / ethanol / 2 h / 23 °C

4: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

5: CH₂Cl₂ / 0.5 h / 20 °C

6: 310 mg / H₂ / Pd/C / ethanol / 3 h / 23 °C

With dmap; sodium tetrahydroborate; oxalyl dichloride; hydrogen; sodium methylate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; 4: Swern oxidation / 5: Wittig reaction;
DOI:10.1039/b510100j

Reference yield:

: 795306-89-7
(2S,3R)-3-(4-benzyloxyphenyl)-3-(4-fluorophenyl)-2-hydroxypropionic acid methyl ester

: 869588-20-5
(4R,5R)-4-(4-Benzyloxy-phenyl)-3-(4-fluoro-phenyl)-5-[3-(4-fluoro-phenyl)-3-oxo-propyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / i-Pr₂NEt; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 13 h / -78 - 23 °C

2: 92 percent / sodium borohydride / ethanol / 2 h / 23 °C

3: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

4: CH₂Cl₂ / 0.5 h / 20 °C

5: 310 mg / H₂ / Pd/C / ethanol / 3 h / 23 °C

With dmap; sodium tetrahydroborate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; 3: Swern oxidation / 4: Wittig reaction;
DOI:10.1039/b510100j