ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

Base Information

Chemical Name:ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate
CAS No.:455264-35-4
Molecular Formula:C₂₆H₂₇Cl₂N₃O₅
Molecular Weight:532.423
Hs Code.:

Synonyms:ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

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Chemical Property of ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

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Technology Process of ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

There total 5 articles about ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)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: 86.0%

: 455262-36-9
ethyl (2S)-2-[(3-oxospiro[3.5]non-1-en-1-yl)amino]-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}propanoate

: 455264-35-4
ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

Guidance literature:: With NaH; lead(IV) tetraacetate; In ethanol; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate;

Reference yield:

: (S)-2-(2-Acetoxy-3-oxo-spiro[3.5]non-1-en-1-ylamino)-3-{4-[(3,5-dichloro-pyridine-4-carbonyl)-amino]-phenyl}-propionic acid ethyl ester

: 455264-35-4
ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

Guidance literature:: With sodium hydride; In ethanol; at 20 ℃;
DOI:10.1021/ol034701n

Reference yield:

: 2719-27-9
cyclohexanylcarbonyl chloride

: 455264-35-4
ethyl (2S)-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}-2-(2-hydroxy-3-oxospiro[3.5]non-1-en-1-ylamino)propionate

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / triethylamine / diethyl ether; hexane / 24 h / Heating

2: 92 percent / hydrochloric acid / H₂O / 24 h / 20 °C

3: 95 percent / tetrahydrofuran / 24 h / 20 °C

4: CH₂Cl₂ / 8 h / 0 °C

5: 0.89 g / NaH / ethanol / 20 °C

With hydrogenchloride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water;
DOI:10.1021/ol034701n