(1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

Base Information

Chemical Name:(1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid
CAS No.:125782-48-1
Molecular Formula:C₂₂H₂₃NO₆
Molecular Weight:397.428
Hs Code.:

Synonyms:(1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

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Chemical Property of (1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

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Technology Process of (1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

There total 9 articles about (1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic 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: 81.0%

: 125782-45-8
(1'R,4R,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-4-(hydroxymethyl)-3-methyl-2-oxazolidinone

: 125782-48-1
(1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

Guidance literature:: With jones reagent; In acetone; for 1h;
DOI:10.1021/jm00167a026

Reference yield:

: 114762-43-5
(4S,2Z)-5-(benzyloxy)-4-methyl-2-penten-1-ol

: 125782-48-1
(1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 92.3 percent / mCPBA / CH₂Cl₂ / 1.) -10 deg C, 1 h, 2.) 0 deg C, 1.5 h

2: 93 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

3: 84 percent / sodium hydride / tetrahydrofuran / 5.5 h

4: imidazole / dimethylformamide / 6 h / Ambient temperature

5: H₂ / palladium hydroxide on carbon / ethanol / 1.5 h

6: KH / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) room temp., 1 h

7: Bu₄NF / tetrahydrofuran / 0.67 h / 0 °C

8: 81 percent / Jones reagent / acetone / 1 h

With 1H-imidazole; jones reagent; tetrabutyl ammonium fluoride; hydrogen; potassium hydride; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00167a026

Reference yield:

: 125782-40-3
(1'R,4R,5R)-5-<2'-(benzyloxy)-1'-methylethyl>-4-(hydroxymethyl)-3-methyl-2-oxazolidinone

: 125782-48-1
(1'R,4S,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-3-methyl-2-oxooxazolidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 6 h / Ambient temperature

2: H₂ / palladium hydroxide on carbon / ethanol / 1.5 h

3: KH / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) room temp., 1 h

4: Bu₄NF / tetrahydrofuran / 0.67 h / 0 °C

5: 81 percent / Jones reagent / acetone / 1 h

With 1H-imidazole; jones reagent; tetrabutyl ammonium fluoride; hydrogen; potassium hydride; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00167a026