Synthesis of potential metabolites of ethyl (E)-4-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-1-propenyl] benzoate

Autor:	Paul W. Geno, Kenneth E. Bartels, E. C. Nelson, R. Lori Thorne, K. D. Berlin, Jeffrey C. Archer, Lester L. Rolf, P. Sunthankar
Rok vydání:	1993
Předmět:	Propenyl Bicyclic molecule Metabolite Pharmaceutical Science chemistry.chemical_element Stereoisomerism Resorcinol Chemical synthesis Benzopyran chemistry.chemical_compound Retinoids Stereospecificity chemistry Chlorine Organic chemistry Benzopyrans Indicators and Reagents Oxidation-Reduction
Zdroj:	Journal of pharmaceutical sciences. 82(5)
ISSN:	0022-3549
Popis:	Potential metabolites of ethyl (E)-4-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-1-propenyl] benzoate were synthesized. The new compounds include ethyl 3-[3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl]crotonate, 3-[3,4-dihydro-4,4-dimethyl-1H-1-benzopyran-6-yl]crotonic acid, 3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-carboxylic acid, 4-[3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl]delta 2-butenolide, ethyl (E)-4-[3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-3-hydroxy-1- propenyl]benzoate, ethyl (E)-4-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-2-propenal] benzoate, and ethyl (E)-4-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzopyran-6-yl)-2-propenoic+ ++ acid]benzoate. Stereospecific oxidizing reagents and/or conditions were developed for these sensitive systems and include the use of SeO2, Clorox bleach, activated MnO2, and NaClO2 in the presence of resorcinol as a chlorine scavenger.
Databáze:	OpenAIRE
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