(3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

Base Information

Chemical Name:(3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid
CAS No.:349446-91-9
Molecular Formula:C₁₉H₂₀FNO₃
Molecular Weight:329.371
Hs Code.:

Synonyms:(3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

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Chemical Property of (3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

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Technology Process of (3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

There total 7 articles about (3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid 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: 91.0%

: 1407597-91-4
(1S,3'S,4S)-5,5-di(2-methoxy-5-methylphenyl)-3-[3-(4-fluorophenyl)-4-(1-phenylethylcarbamoyl-1-oxobutyl)]-4-isopropyloxazolidin-2-one

: 349446-91-9
(3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

Guidance literature:: With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.08.001

Reference yield:

: 4926-12-9
4-(4-fluorophenyl)dihydropyran-2,6(3H)-dione

: 2627-86-3
(S)-1-phenyl-ethylamine

: 349446-91-9
(3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

Guidance literature:: With triethylamine; In toluene; at -78 - 20 ℃;
DOI:10.1016/S0957-4166(01)00069-6

Reference yield:

: 459-32-5,14290-66-5,14290-86-9
4-fluorocinnamic acid

: 349446-91-9
(3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / thionyl chloride / 18 h / 20 °C

2.1: Na; MeOH / 0.5 h

2.2: 67 percent / methanol / 20 h / Heating

3.1: aq. NaOH / 20 h / Heating

4.1: 15.5 g / aq. HCl / 20 h / Heating

5.1: 90 percent / acetyl chloride / 20 h / Heating

6.1: Et₃N / toluene / -78 - 20 °C

With hydrogenchloride; methanol; sodium hydroxide; thionyl chloride; sodium; triethylamine; acetyl chloride; In toluene; 2.2: Michael addition;
DOI:10.1016/S0957-4166(01)00069-6