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

Base Information

Chemical Name:(R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid
CAS No.:1624283-47-1
Molecular Formula:C₂₅H₃₀BN₃O₄
Molecular Weight:447.342
Hs Code.:

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

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

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

There total 5 articles about (R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid 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: 58.0%

: 1624284-01-0
(R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid pinanediol ester

: 1624283-47-1
(R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid

Guidance literature:: With hydrogenchloride; Dihydroxy-isobutyl-boran; In methanol; hexane; water; at 20 ℃; for 18h;
DOI:10.1002/cmdc.201402075

Reference yield:

: 1624283-74-4
(S)-methyl 2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanoate

: 1624283-47-1
(R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid

Guidance literature:: Multi-step reaction with 3 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

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

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

Reference yield:

: 74990-54-8
4-anilino-2-oxo-1,2-dihydropyridine

: 1624283-47-1
(R)-1-{(S)-2-[2-oxo-4-(phenylamino)pyridin-1(2H)-yl]-3-phenylpropanamido}-3-methylbutylboronic acid

Guidance literature:: Multi-step reaction with 4 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

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

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