(4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one
CAS No.:1035486-76-0
Molecular Formula:C₂₂H₁₈ClNO₄
Molecular Weight:395.842
Hs Code.:

Synonyms:(4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

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Chemical Property of (4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

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Technology Process of (4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

There total 5 articles about (4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-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: 87.0%

: (4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-3-(4-(4-chlorophenoxy)-phenyl)-4-phenyloxazolidin-2-one

: 1035486-76-0
(4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/anie.201408732

Reference yield:

: (2S,3S)-3-(4-(4-chlorophenoxy)phenylamino)-3-phenylpropane-1,2-diol

: 1035486-76-0
(4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 55 °C / Inert atmosphere

2.2: 55 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201408732

Reference yield:

: 104196-23-8
(2S,3S)-2,3-epoxy-3-phenyl-1-propanol

: 1035486-76-0
(4S,5S)-3-(4-(4-chlorophenoxy)phenyl)-5-(hydroxymethyl)-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: tungsten hexa-ethoxide; dihydrogen peroxide; C₉₆H₁₄₂N₂O₄ / tetrahydrofuran / 2.5 h / 55 °C

2.1: 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 55 °C / Inert atmosphere

3.2: 55 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; tungsten hexa-ethoxide; C₉₆H₁₄₂N₂O₄; tetrabutyl ammonium fluoride; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201408732