(E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester
CAS No.:109034-85-7
Molecular Formula:C₁₅H₁₈FNO₄
Molecular Weight:295.311
Hs Code.:

Synonyms:(E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

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Chemical Property of (E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

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Technology Process of (E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

There total 5 articles about (E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic 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:

: 109034-67-5
(2S,3R)-2-Fluoro-3-hydroxy-2-methyl-3-phenyl-propionic acid ethyl ester

: 109034-85-7
(E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 109034-85-7
(E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: (2S,3R)-2-Fluoro-2-methyl-3-phenyl-3-(tetrahydro-pyran-2-yloxy)-propionic acid ethyl ester

: 109034-85-7
(E)-(4R,5R)-5-Carbamoyloxy-4-fluoro-4-methyl-5-phenyl-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

With water; diisobutylaluminium hydride; In hexane;
DOI:10.1021/jo00391a008