(2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

Base Information

Chemical Name:(2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate
CAS No.:1445137-76-7
Molecular Formula:C₂₁H₂₁NO₄
Molecular Weight:351.402
Hs Code.:

Synonyms:(2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

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Chemical Property of (2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

Chemical Property:

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Technology Process of (2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

There total 5 articles about (2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-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:

: 135923-86-3,135923-87-4,143564-89-0
(2R,4R)-3-<(Benzyloxy)carbonyl>-4-methyl-2-phenyl-1,3-oxazolidin-5-one

: 106-95-6
allyl bromide

: 1445137-76-7
(2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

Guidance literature:: With lithium hexamethyldisilazane;
DOI:10.1007/s10822-012-9623-5

Reference yield:

: 135923-86-3,135923-87-4,143564-89-0
(2R,4R)-3-<(Benzyloxy)carbonyl>-4-methyl-2-phenyl-1,3-oxazolidin-5-one

: 106-95-6
allyl bromide

: 1445137-76-7
(2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: (2R,4R)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; for 2h; Overall yield = 61 %; Overall yield = 2.148 g; Inert atmosphere;
DOI:10.1021/jm4006516

Reference yield:

: 26607-51-2
N-benzyloxycarbonyl-D-alanine

: 1445137-76-7
(2R,4S)-benzyl 4-allyl-4-methyl-5-oxo-2-phenyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / tetrahydrofuran / 0.17 h / 0 °C

1.2: 4 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / 2 h / -78 °C / Inert atmosphere

With thionyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jm4006516