An Alternative Route for the Synthesis of (E)-(+)-5(S)-Methylhept-2-en-4-one (Filbertone)



Document title: An Alternative Route for the Synthesis of (E)-(+)-5(S)-Methylhept-2-en-4-one (Filbertone)
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000310747
ISSN: 0103-5053
Authors: 1
2
Institutions: 1Universidade Federal do Parana, Centro Politecnico, Curitiba, Parana. Brasil
2Universidade Federal de Sao Carlos, Departamento de Quimica, Sao Carlos, Sao Paulo. Brasil
Year:
Season: Dic
Volumen: 9
Number: 6
Pages: 583-585
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental
English abstract We are reporting an alternative methodology to prepare (+)-Filbertone (1), a natural flavor isolated from hazelnut extracts. Commercially available (-)-2(S)-methylbutan-1-ol (2) was used as starting material and the synthesis was carried out in four steps with an overall yield of 42%. The optical rotation and the enantiomeric purity of the final compound were determined
Portuguese abstract Foi estudada uma metodologia alternativa para a obtenção da (+)-Filbertone (1), um aromatizante natural isolado de avelãs. Utilizou-se o álcool comercial (-)-2(S)-metilbutan-1-ol (2) como material de partida, sendo a síntese realizada em quatro etapas com rendimento global de 42%. A rotação óptica e pureza enantiomérica do produto final foram determinados
Disciplines: Química
Keyword: Química orgánica,
Síntesis química,
Filbertona,
Clorocromato de piridinio,
Isomerización de doble enlace
Keyword: Chemistry,
Organic chemistry,
Chemical synthesis,
Filbertone,
Pyridinium chlorocromate,
Double bond isomerization
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