(S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

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Chemical Name:(S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
CAS No.:1171821-23-0
Molecular Formula:C₂₆H₂₉ClFN₃O₅
Molecular Weight:517.985
Hs Code.:

Synonyms:(S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

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Chemical Property of (S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

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Technology Process of (S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

There total 9 articles about (S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic 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: 96.0%

: 110-91-8,99108-56-2
morpholine

: 1171823-32-7
6-(3-chloro-2-fluoro-benzyl)-7-fluoro-1-((S)-1-hydroxymethyl-2,2-dimethyl-propyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid ethyl ester

: 1171821-23-0
(S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: morpholine; 6-(3-chloro-2-fluoro-benzyl)-7-fluoro-1-((S)-1-hydroxymethyl-2,2-dimethyl-propyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid ethyl ester; In methanol; at 20 ℃; for 72h;

With water; sodium hydroxide; In methanol; at 80 ℃; for 1h;

With hydrogenchloride; In water;

Reference yield:

: C₃₄H₄₇ClFN₃O₅Si

: 1171821-23-0
(S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: With water; sodium methylate; In methanol;
DOI:10.1016/j.bmcl.2010.11.108

Reference yield:

: C₁₀H₉BrCl₂N₂O₂

: 1171821-23-0
(S)-6-(3-chloro-2-fluoro-benzyl)-7-morpholin-1-(1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran

2: tetrahydrofuran

3: potassium carbonate / N,N-dimethyl-formamide

4: 1H-imidazole / N,N-dimethyl-formamide

5: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran

6: water; sodium methylate / methanol

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; water; sodium methylate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 5: Negishi coupling reaction;
DOI:10.1016/j.bmcl.2010.11.108