(S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

Base Information

Chemical Name:(S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide
CAS No.:200400-49-3
Molecular Formula:C₂₆H₃₁N₃O₄
Molecular Weight:449.55
Hs Code.:

Synonyms:(S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

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Chemical Property of (S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

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Technology Process of (S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

There total 10 articles about (S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide 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:

: 16728-66-8
4-phenoxybutylamine

: 200400-49-3
(S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 13 percent / H₂ / 5 percent Rh/C / ethanol / 24 h / 60 °C / 3102.89 Torr

2: HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

3: TFA / CH₂Cl₂ / 0 - 20 °C

4: HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 6.5 h / 0 - 20 °C

5: PPh₃, i-Pr₂NEt / acetonitrile; CCl₄ / 16 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; Rh on carbon; In tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980173n

Reference yield:

: 200400-41-5
N-[1-(4-cyclohexyloxy-butylcarbamoyl)-2-hydroxy-ethyl]-4-(pyridine-3-carbonyl)-benzamide

: 200400-49-3
(S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrachloromethane; acetonitrile; for 16h; Yield given; Ambient temperature;
DOI:10.1021/jm980173n

Reference yield:

: 626-55-1,163928-56-1
3-Bromopyridine

: 200400-49-3
(S)-2-[4-(Pyridine-3-carbonyl)-phenyl]-4,5-dihydro-oxazole-4-carboxylic acid (4-cyclohexyloxy-butyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) Et₂O, hexane, -78 deg C, 25 min, 2.) Et₂O, hexane, a) -78 deg C, 2 h, b) RT, 2 h

2: 81 percent / MnO₂ / tetrahydrofuran / 17 h / 70 °C

3: 1.0N aq. NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature

4: HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 6.5 h / 0 - 20 °C

5: PPh₃, i-Pr₂NEt / acetonitrile; CCl₄ / 16 h / Ambient temperature

With 4-methyl-morpholine; manganese(IV) oxide; sodium hydroxide; n-butyllithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980173n