(3R)-3-(4-fluorophenyl)-5-hydroxypentanoic acid (1S)-1-phenylethylamide

Base Information

Chemical Name:(3R)-3-(4-fluorophenyl)-5-hydroxypentanoic acid (1S)-1-phenylethylamide
CAS No.:349446-92-0
Molecular Formula:C₁₉H₂₂FNO₂
Molecular Weight:315.388
Hs Code.:

Synonyms:(3R)-3-(4-fluorophenyl)-5-hydroxypentanoic 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 (3R)-3-(4-fluorophenyl)-5-hydroxypentanoic acid (1S)-1-phenylethylamide

Chemical Property:

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Technology Process of (3R)-3-(4-fluorophenyl)-5-hydroxypentanoic acid (1S)-1-phenylethylamide

There total 7 articles about (3R)-3-(4-fluorophenyl)-5-hydroxypentanoic 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:

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

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

Guidance literature:: Multi-step reaction with 3 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

With sodium tetrahydroborate; water; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1016/S0957-4166(01)00069-6

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 3449-63-6
3-(4-fluorophenyl)pentan-1,5-dioic acid

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / acetyl chloride / 20 h / Heating

2.1: Et₃N / toluene / -78 - 20 °C

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

3.2: -78 - 20 °C

4.1: 4.3 g / sodium borohydride; H₂O / tetrahydrofuran

With sodium tetrahydroborate; water; triethylamine; acetyl chloride; In tetrahydrofuran; toluene;
DOI:10.1016/S0957-4166(01)00069-6