(4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one
CAS No.:945531-24-8
Molecular Formula:C₂₂H₁₉NO₇
Molecular Weight:409.395
Hs Code.:

Synonyms:(4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

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Chemical Property of (4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

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Technology Process of (4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

There total 3 articles about (4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-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: 59.0%

: methyl (Z)-2-hydroxy-3-(4-methoxyphenyl)acrylate

: C₁₂H₁₁NO₄

: 945531-24-8
(4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: With triethylamine; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2007.03.022

Reference yield:

: 945531-23-7
(4S,5R)-(-)-3-acryloyl-4-methyl-5-phenyl-2-oxazolidinone

: 945531-24-8
(4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / ethyl acetate / -78 °C

1.2: dimethyl sulfide / ethyl acetate / -78 - 20 °C

2.1: 59 percent / triethylamine / ethyl acetate / 2 h / 20 °C

With ozone; triethylamine; In ethyl acetate;
DOI:10.1016/j.tet.2007.03.022

Reference yield:

: (4S,5R)-4-methyl-5-phenyl-3-trimethylsilyl-2-oxazolidinone

: 945531-24-8
(4S,5R)-3-[(R,S)-4-hydroxy-3-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-carbonyl]-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 72 percent / copper; CuBr₂ / toluene / 24 h / Heating

2.1: ozone / ethyl acetate / -78 °C

2.2: dimethyl sulfide / ethyl acetate / -78 - 20 °C

3.1: 59 percent / triethylamine / ethyl acetate / 2 h / 20 °C

With copper; ozone; triethylamine; copper(ll) bromide; In ethyl acetate; toluene;
DOI:10.1016/j.tet.2007.03.022