ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

Base Information

Chemical Name:ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate
CAS No.:1430086-17-1
Molecular Formula:C₂₁H₂₁NO₅
Molecular Weight:367.401
Hs Code.:

Synonyms:ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

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Chemical Property of ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

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Technology Process of ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

There total 5 articles about ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate 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: 46.0%

: 56150-08-4
diethyl α-benzyl α-hydroxymalonate

: 33375-06-3
(1R)-1-phenylethyl isocyanate

: 1430086-17-1
ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

Guidance literature:: diethyl α-benzyl α-hydroxymalonate; With sodium hydroxide; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Molecular sieve;

(1R)-1-phenylethyl isocyanate; at 0 - 20 ℃; for 4h;
DOI:10.1016/j.bmcl.2014.02.057

Reference yield:

: 1430086-16-0
ethyl 5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

: 1430086-17-1
ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

: ethyl (5R)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

Guidance literature:: With Column : AD 250 mm x 50 mm; In methanol; Resolution of racemate;

Reference yield:

: 607-81-8
diethyl 2-benzylmalonate

: 1430086-17-1
ethyl (5S)-5-benzyl-2,4-dioxo-3-[(1R)-1-phenylethyl]-1,3-oxazolidine-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: cesium fluoride / N,N-dimethyl-formamide / 72 h / 40 °C

2.1: sodium hydroxide / tetrahydrofuran / 0.08 h / 0 °C / Molecular sieve; Inert atmosphere

2.2: 4.5 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

With cesium fluoride; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;