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

Base Information

Chemical Name:(1'R,4R,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-4-(hydroxymethyl)-3-methyl-2-oxazolidinone
CAS No.:125782-45-8
Molecular Formula:C₂₂H₂₅NO₅
Molecular Weight:383.444
Hs Code.:

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

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Chemical Property of (1'R,4R,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-4-(hydroxymethyl)-3-methyl-2-oxazolidinone

Chemical Property:

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Technology Process of (1'R,4R,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-4-(hydroxymethyl)-3-methyl-2-oxazolidinone

There total 8 articles about (1'R,4R,5R)-5-<2'-<(4''-benzoylbenzyl)oxy>-1'-methylethyl>-4-(hydroxymethyl)-3-methyl-2-oxazolidinone 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:

: (4R,5R)-5-[(R)-2-(4-Benzoyl-benzyloxy)-1-methyl-ethyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-oxazolidin-2-one

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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.666667h; Yield given;
DOI:10.1021/jm00167a026

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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