6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

Base Information

Chemical Name:6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione
CAS No.:1345974-48-2
Molecular Formula:C₃₀H₂₁NO₃S
Molecular Weight:475.568
Hs Code.:

Synonyms:6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

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Chemical Property of 6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

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Technology Process of 6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

There total 6 articles about 6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-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: 98.0%

: 1345974-53-9
2-(trimethylsilyl)ethyl 8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-2-(phenylethynyl)-5H-thiazolo[3,2-a]pyridine-3-carboxylate

: 1345974-48-2
6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

Guidance literature:: In dichloromethane; trifluoroacetic acid; at 20 ℃; for 18h; regioselective reaction;
DOI:10.1021/jo201952p

Reference yield:

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

: 1345974-48-2
6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

Guidance literature:: Multi-step reaction with 5 steps

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

2: dichloromethane / 0.33 h / 20 °C

3: Bromotrichloromethane; sodium hydride / 2-(Trimethylsilyl)ethanol; acetonitrile / 8 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: dichloromethane; trifluoroacetic acid / 18 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; Bromotrichloromethane; sodium hydride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; 2-(Trimethylsilyl)ethanol; N,N-dimethyl-formamide; acetonitrile; trifluoroacetic acid;
DOI:10.1021/jo201952p

Reference yield:

: 478297-75-5
methyl (3R)-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-2,3-dihydro-5H-[1,3 ]thiazolo[3,2-a]pyridine-3-carboxylate

: 1345974-48-2
6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-phenyl-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione

Guidance literature:: Multi-step reaction with 6 steps

1: lithium hydroxide / tetrahydrofuran / 0.33 h / 20 °C

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

3: dichloromethane / 0.33 h / 20 °C

4: Bromotrichloromethane; sodium hydride / 2-(Trimethylsilyl)ethanol; acetonitrile / 8 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: dichloromethane; trifluoroacetic acid / 18 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; Bromotrichloromethane; sodium hydride; triethylamine; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; dichloromethane; 2-(Trimethylsilyl)ethanol; N,N-dimethyl-formamide; acetonitrile; trifluoroacetic acid;
DOI:10.1021/jo201952p