(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Base Information

Chemical Name:(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid
CAS No.:1293895-30-3
Molecular Formula:C₂₆H₁₉F₃N₂O₅S₂
Molecular Weight:560.574
Hs Code.:

Synonyms:(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

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Chemical Property of (3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

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Technology Process of (3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

There total 5 articles about (3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-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: 93.0%

: 1293894-82-2
(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester

: 1293895-30-3
(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Guidance literature:: (3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester; With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water;
DOI:10.1016/j.ejmech.2011.01.025

Reference yield:

: 864365-18-4
(4R)-2-(3-(trifluoromethyl)benzyl)-4,5-dihydrothiazole-4-carboxylic acid methyl ester

: 1293895-30-3
(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid / 1,2-dichloro-ethane / 0.04 h / 120 °C / Microwave irradiation

2: sodium azide / N,N-dimethyl-formamide / 0.23 h / 20 °C / Inert atmosphere

3: ammonium chloride; zinc / ethanol; water / 0.33 h / 20 °C

4: triethylamine / dichloromethane / 20 °C / Inert atmosphere

5: lithium hydroxide / tetrahydrofuran; water / 1 h / 20 °C

With sodium azide; ammonium chloride; triethylamine; trifluoroacetic acid; lithium hydroxide; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2011.01.025

Reference yield:

: 1293894-72-0
(3R)-8-(3-trifluoromethylphenyl)-7-azidomethyl-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester

: 1293895-30-3
(3R)-8-(3-trifluoromethylphenyl)-7-(naphthalen-1-ylsulfonamidomethyl)-5-oxo-2,3-dihydro-5-H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium chloride; zinc / ethanol; water / 0.33 h / 20 °C

2: triethylamine / dichloromethane / 20 °C / Inert atmosphere

3: lithium hydroxide / tetrahydrofuran; water / 1 h / 20 °C

With ammonium chloride; triethylamine; lithium hydroxide; zinc; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.ejmech.2011.01.025