(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

Base Information

Chemical Name:(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide
CAS No.:349446-93-1
Molecular Formula:C₁₉H₂₁BrFNO
Molecular Weight:378.284
Hs Code.:

Synonyms:(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

Chemical Property:

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Technology Process of (3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

There total 9 articles about (3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide 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: 70.0%

: 349446-92-0
(3R)-3-(4-fluorophenyl)-5-hydroxypentanoic acid (1S)-1-phenylethylamide

: 349446-93-1
(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

Guidance literature:: With hydrogen bromide; phosphorus tribromide; In diethyl ether; at 0 - 25 ℃;
DOI:10.1016/S0957-4166(01)00069-6

Reference yield:

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

: 349446-93-1
(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / toluene / -78 - 20 °C

2.1: Et₃N / tetrahydrofuran / 1 h / 20 °C

2.2: -78 - 20 °C

3.1: 4.3 g / sodium borohydride; H₂O / tetrahydrofuran

4.1: 70 percent / phosphorus tribromide; aq. HBr / diethyl ether / 0 - 25 °C

With sodium tetrahydroborate; water; hydrogen bromide; phosphorus tribromide; triethylamine; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0957-4166(01)00069-6

Reference yield:

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

: 349446-93-1
(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

Guidance literature:: Multi-step reaction with 9 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

7.1: Et₃N / tetrahydrofuran / 1 h / 20 °C

7.2: -78 - 20 °C

8.1: 4.3 g / sodium borohydride; H₂O / tetrahydrofuran

9.1: 70 percent / phosphorus tribromide; aq. HBr / diethyl ether / 0 - 25 °C

With hydrogenchloride; methanol; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; water; hydrogen bromide; sodium; phosphorus tribromide; triethylamine; acetyl chloride; In tetrahydrofuran; diethyl ether; toluene; 2.2: Michael addition;
DOI:10.1016/S0957-4166(01)00069-6