(4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Base Information

Chemical Name:(4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide
CAS No.:200400-51-7
Molecular Formula:C₂₆H₃₁N₃O₃
Molecular Weight:433.55
Hs Code.:

Synonyms:(4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

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Chemical Property of (4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

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Technology Process of (4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

There total 9 articles about (4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide 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: 75.0%

: 200400-43-7
N-(4-cyclohexylbutyl)-Nα-<4-(3-pyridylcarbonyl)benzoyl>-L-serinamide

: 200400-51-7
(4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

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

Reference yield:

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

: 200400-51-7
(4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

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

5: 75 percent / 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

Reference yield:

: 4441-59-2
4-cyclohexyl-butylamine

: 200400-51-7
(4S)-N-(4-cyclohexylbutyl)-4,5-dihydro-2-<4-(3-pyridylcarbonyl)phenyl>-4-oxazolecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

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

2: TFA / CH₂Cl₂ / 0 - 20 °C

3: 65 percent / HOBT, NMM, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 6.5 h / 0 - 20 °C

4: 75 percent / PPh₃, i-Pr₂NEt / acetonitrile; CCl₄ / 16 h / Ambient temperature

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