(S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide

Base Information

• Chemical Name: (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide
• CAS No.: 1624283-56-2
• Molecular Formula: C₂₅H₂₉N₃O₂
• Molecular Weight: 403.524

Synonyms:(S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide

Chemical Property of (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide

There total 8 articles about (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide 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: 79.0%

(aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-α-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate (1310383-72-2,179324-87-9) + (S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoic acid (1624283-87-9) → (R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester (1624284-01-0) + (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide (1624283-56-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -15 - 20 ℃; for 3h;

DOI:10.1002/cmdc.201402075

Reference yield:

(aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-α-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate (1310383-72-2,179324-87-9) + (S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoic acid (1624283-87-9) → (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide (1624283-56-2)

Guidance literature:

With hydrogenchloride; Dihydroxy-isobutyl-boran; In methanol; hexane; water; at 20 ℃; for 18h;

DOI:10.1002/cmdc.201402075

Reference yield:

(S)-methyl 2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoate (1624283-74-4) → (S)-N-isopentyl-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamide (1624283-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide / methanol; water / 4 h / 0 - 20 °C

2: hydrogenchloride; Dihydroxy-isobutyl-boran / methanol; hexane; water / 18 h / 20 °C

With hydrogenchloride; Dihydroxy-isobutyl-boran; lithium hydroxide; In methanol; hexane; water;

DOI:10.1002/cmdc.201402075

upstream raw materials:

(aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-α-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate

(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoic acid

(S)-methyl 2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoate

4-anilino-2-oxo-1,2-dihydropyridine

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