(S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

Base Information

Chemical Name:(S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide
CAS No.:1094103-73-7
Molecular Formula:C₂₈H₂₄ClN₇O₄
Molecular Weight:557.996
Hs Code.:

Synonyms:(S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

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Chemical Property of (S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

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Technology Process of (S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

There total 10 articles about (S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide 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: 59.2%

: 150453-91-1
4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxylic acid

: (S)-2-amino-N-(5-chloro-2-(1H-tetrazol-1-yl)phenethyl)-3-phenylpropanamide hydrochloride

: 1094103-73-7
(S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

: C₁₂H₁₁ClN₄O₂

: 1094103-73-7
(S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydroxide; water / methanol / 20 °C

2: hydrogen; platinum(IV) oxide / methanol

3: triethylamine / tetrahydrofuran / -78 °C

4: ammonia / methanol

5: bis-[(trifluoroacetoxy)iodo]benzene; pyridine / acetonitrile; water

6: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide

7: hydrogenchloride / 1,4-dioxane

8: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide

With pyridine; hydrogenchloride; platinum(IV) oxide; ammonia; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-[(trifluoroacetoxy)iodo]benzene; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile; 5: |Hofmann Rearrangement;
DOI:10.1016/j.bmcl.2015.11.089

Reference yield:

: 942316-75-8
3-(5-chloro-2-tetrazol-1-yl-phenyl)-propionic acid

: 1094103-73-7
(S)-N-(1-(5-chloro-2-(1H-tetrazol-1-yl)phenethylamino)-1-oxo-3-phenylpropan-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran / -78 °C

2: ammonia / methanol

3: bis-[(trifluoroacetoxy)iodo]benzene; pyridine / acetonitrile; water

4: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide

5: hydrogenchloride / 1,4-dioxane

6: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide

With pyridine; hydrogenchloride; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile; 3: |Hofmann Rearrangement;
DOI:10.1016/j.bmcl.2015.11.089