(R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

Base Information

Chemical Name:(R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester
CAS No.:1624284-02-1
Molecular Formula:C₃₅H₄₄BN₃O₄
Molecular Weight:581.563
Hs Code.:

Synonyms:(R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

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Chemical Property of (R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

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Technology Process of (R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

There total 4 articles about (R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester 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: 70.0%

: 1310383-72-2,179324-87-9
(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

: 1624283-88-0
(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoic acid

: 1624284-02-1
(R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

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:

: 1624283-75-5
(R)-methyl 2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoate

: 1624284-02-1
(R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / -15 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In methanol; dichloromethane; water;
DOI:10.1002/cmdc.201402075

Reference yield:

: (S)-methyl phenyl-2-(trifluoromethylsulfonyl)propanoate

: 1624284-02-1
(R)-1-{(R)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / 13 h / 0 - 20 °C / Reflux

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

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / -15 - 20 °C

With sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201402075