ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

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Chemical Name:ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate
CAS No.:756499-57-7
Molecular Formula:C₂₂H₂₀ClNO₄S
Molecular Weight:429.924
Hs Code.:

Synonyms:ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

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Chemical Property of ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

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Technology Process of ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

There total 1 articles about ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate 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: 72.0%

: 617-35-6
2-oxo-propionic acid ethyl ester

: 106-54-7
p-Chlorothiophenol

: 102249-52-5
4-hydroxy-5-phenylpyridin-2(1H)-one

: 756499-58-8
ethyl 2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

: 756499-57-7
ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

Guidance literature:: With acetic acid; triethylamine; In ethanol; at 110 ℃; for 72h; sealed tube;
DOI:10.1021/ol049130t

Reference yield: 95.0%

: 756499-57-7
ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

: 756499-58-8
ethyl 2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

Guidance literature:: nickel; In ethanol; water; acetone; at 25 ℃; for 12h;
DOI:10.1021/ol049130t

Reference yield:

: 756499-57-7
ethyl 3-(4-chlorophenylsulfanyl)-2-(4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-yl)propionate

: 3-methyl-7-phenyl-3,5-dihydro-2H-furo[3,2-c]pyridin-4-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / Raney nickel / acetone; ethanol; H₂O / 12 h / 25 °C

2.1: 93 percent / TFA / toluene / 12 h / 110 °C

3.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4.1: 324 mg / Et₃N / CH₂Cl₂; H₂O / 0.33 h / 25 °C

5.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

5.2: tetrahydrofuran / -78 - 0 °C

6.1: 203 mg / AcOH / CH₂Cl₂ / 0.33 h / 25 °C

7.1: 40 percent / LAH / tetrahydrofuran / 20 °C

8.1: CH₂Cl₂ / 24 h / 25 °C

9.1: 38 mg / KI / dimethylformamide / 3 h / 70 °C

With lithium aluminium tetrahydride; n-butyllithium; acetic acid; triethylamine; trifluoroacetic acid; potassium iodide; nickel; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 5.1: Claisen condensation;
DOI:10.1021/ol049130t