3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

Base Information

Chemical Name:3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone
CAS No.:146255-27-8
Molecular Formula:C₁₆H₁₉NO₄
Molecular Weight:289.331
Hs Code.:

Synonyms:3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

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Chemical Property of 3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

Chemical Property:

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Technology Process of 3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

There total 5 articles about 3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-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: 90.0%

: 101711-90-4,123731-35-1,128677-61-2
(S)-4-benzyl-2-oxazolidinone lithium salt

: 146255-25-6
(2(R)-tetrahydrofuranyl)acetic acid

: 146255-27-8
3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

Guidance literature:: (2(R)-tetrahydrofuranyl)acetic acid; With tert-butylhypochlorite; triethylamine; In tetrahydrofuran; at -78 ℃;

(S)-4-benzyl-2-oxazolidinone lithium salt; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/acs.jmedchem.7b01709

Reference yield:

: 1354951-08-8
(R)-2-(Tetrahydro-furan-3-yl)-malonic acid

: 146255-27-8
3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 13.6 g / Cu₂O / acetonitrile / 6 h / 80 °C

2: triethylamine / tetrahydrofuran / 0.58 h / -15 - 0 °C

3: 1.) n-butyllithium / 1.) THF, hexane, - 60 deg C, 2.) THF, hexane, -78 deg C, 1 h

With copper(I) oxide; n-butyllithium; triethylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jm00068a006

Reference yield:

: 146255-22-3
diethyl (3(R)-tetrahydrofuranyl)malonate

: 146255-27-8
3-(2-(3(R)-tetrahydrofuranyl)-1-oxoethyl)-4(S)-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 1N aq. NaOH / ethanol / 48 h / Ambient temperature

2: 13.6 g / Cu₂O / acetonitrile / 6 h / 80 °C

3: triethylamine / tetrahydrofuran / 0.58 h / -15 - 0 °C

4: 1.) n-butyllithium / 1.) THF, hexane, - 60 deg C, 2.) THF, hexane, -78 deg C, 1 h

With copper(I) oxide; sodium hydroxide; n-butyllithium; triethylamine; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1021/jm00068a006