3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

Base Information

Chemical Name:3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione
CAS No.:1345974-43-7
Molecular Formula:C₂₈H₁₆F₃NO₃S
Molecular Weight:503.501
Hs Code.:

Synonyms:3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

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Chemical Property of 3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

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Technology Process of 3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

There total 7 articles about 3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione 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: 85.0%

: 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

: 1345974-43-7
3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dichloromethane; trifluoroacetic acid; at 20 ℃; for 1h; regioselective reaction;
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

: 1345974-43-7
3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

Guidance literature:: Multi-step reaction with 6 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

6: 1,3-bis-(diphenylphosphino)propane; palladium diacetate / dichloromethane; trifluoroacetic acid / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; Bromotrichloromethane; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; sodium hydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; 2-(Trimethylsilyl)ethanol; N,N-dimethyl-formamide; acetonitrile; trifluoroacetic acid; 4: Sonogashira coupling;
DOI:10.1021/jo201952p

Reference yield:

: 864365-23-1
(3R)-7-naphthalen-1-ylmethyl-5-oxo-8-(3-(trifluoromethyl)phenyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester

: 1345974-43-7
3-methylidene-6-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-8H-furo[3',4':4,5][1,3]thiazolo[3,2-a]-pyridine-1,8(3H)-dione

Guidance literature:: Multi-step reaction with 7 steps

1: lithium hydroxide / tetrahydrofuran / 0.25 h / 20 °C

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

3: dichloromethane / 0.25 h / 20 °C

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

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

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

7: 1,3-bis-(diphenylphosphino)propane; palladium diacetate / dichloromethane; trifluoroacetic acid / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; Bromotrichloromethane; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; sodium hydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; 2-(Trimethylsilyl)ethanol; N,N-dimethyl-formamide; acetonitrile; trifluoroacetic acid; 5: Sonogashira coupling;
DOI:10.1021/jo201952p