ChemInform Abstract: Synthesis of 6-Methoxy-4H-1-benzopyran-7-ol, a Character Donating Component of the Fragrance of Wisteria sinensis

Autor:	Jan Demyttenaere, A. Peter Markusse, Silvia Debenedetti, Norbert De Kimpe, Kris Van Syngel, Stijn Vervisch
Rok vydání:	2010
Předmět:	chemistry.chemical_classification biology Lactol Oxalic acid chemistry.chemical_element General Medicine biology.organism_classification Medicinal chemistry Benzopyran chemistry.chemical_compound Acetic acid chemistry Wittig reaction Lactone Wisteria sinensis Palladium
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200231232
Popis:	6-Methoxy-4H-1-benzopyran-7-ol 7 , a major impact flavor compound of Wisteria sinensis has been synthesized from 2,4,5-trimethoxybenzaldehyde 1 via scopoletin 3 . The synthetic sequence comprised (i) bisdemethylation of 2,4,5-trimethoxybenzaldehyde 1 , (ii) Wittig reaction with ethoxycarbonylmethylenetriphenylphosphorane, (iii) hydrogenation on palladium/carbon in glacial acetic acid, (iv) DIBAL-H reduction of the intermediate lactone and (v) dehydration of the lactol with anhydrous oxalic acid.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::38d483c434d7ed652e23e1112cf1ad78 https://doi.org/10.1002/chin.200231232 Zobrazit plný text záznamu Plný text