2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate
CAS No.:1345974-42-6
Molecular Formula:C₃₃H₂₈F₃NO₃SSi
Molecular Weight:603.737
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

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Chemical Property of 2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

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Technology Process of 2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

There total 7 articles about 2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate 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:

: C₃₆H₃₆F₃NO₃SSi₂

: 1345974-42-6
2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 0.166667h;
DOI:10.1021/jo201952p

Reference yield:

: 7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid

: 1345974-42-6
2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.17 h / 20 °C

2: dichloromethane / 0.25 h / 20 °C

3: Bromotrichloromethane; sodium hydride / 2-(Trimethylsilyl)ethanol; acetonitrile / 10 h / 20 °C

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 0.17 h / 110 °C / Microwave irradiation

5: potassium carbonate / tetrahydrofuran; methanol / 0.17 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; Bromotrichloromethane; sodium hydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; 2-(Trimethylsilyl)ethanol; N,N-dimethyl-formamide; acetonitrile; 4: Sonogashira coupling;
DOI:10.1021/jo201952p

Reference yield:

: C₂₆H₁₇ClF₃NO₂S

: 1345974-42-6
2-(trimethylsilyl)ethyl 2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-5H-thiazolo[3,2-a]-pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: dichloromethane / 0.25 h / 20 °C

2: Bromotrichloromethane; sodium hydride / 2-(Trimethylsilyl)ethanol; acetonitrile / 10 h / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 0.17 h / 110 °C / Microwave irradiation

4: potassium carbonate / tetrahydrofuran; methanol / 0.17 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Bromotrichloromethane; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 2-(Trimethylsilyl)ethanol; N,N-dimethyl-formamide; acetonitrile; 3: Sonogashira coupling;
DOI:10.1021/jo201952p