((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

Base Information

Chemical Name:((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester
CAS No.:109034-87-9
Molecular Formula:C₁₅H₁₈FNO₄
Molecular Weight:295.311
Hs Code.:

Synonyms:((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

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Chemical Property of ((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

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Technology Process of ((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

There total 6 articles about ((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester 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:

: 106815-16-1,106815-12-7,193482-31-4
(S)-ethyl 2-methyl-2-fluoro-3-oxo-3-phenylpropanoate

: 109034-87-9
((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: PhMe₂SiH, tetrabutylammonium fluoride / dimethylformamide / 39 h / Ambient temperature

2: p-toluenesulfonic acid / diethyl ether / 24 h / Ambient temperature

3: diisobutylaluminum hydride / hexane / 1 h / Ambient temperature

5: 2.) H₂O / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, 70 deg C, 5 h

6: t-BuOK / tetrahydrofuran / 0.08 h / 0 °C

With Dimethylphenylsilane; potassium tert-butylate; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00391a008

Reference yield:

: 109034-84-6
(E)-(4R,5S)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

: 109034-87-9
((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.0833333h;
DOI:10.1021/jo00391a008

Reference yield:

: 109034-66-4
(2S,3S)-2-Fluoro-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester

: 109034-87-9
((4R,5R,6S)-5-Fluoro-5-methyl-2-oxo-6-phenyl-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / diethyl ether / 24 h / Ambient temperature

2: diisobutylaluminum hydride / hexane / 1 h / Ambient temperature

4: 2.) H₂O / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, 70 deg C, 5 h

5: t-BuOK / tetrahydrofuran / 0.08 h / 0 °C

With potassium tert-butylate; water; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/jo00391a008