Synthesis of 6-[1-[4-(benzoxazol-2-yl)thiobuthyl]-1,2,3-triazole-4-yl]methylenepenam as β-lactamase inhibitors

Autor:	Chul Bu Yim, Jung-Suk Oh, Sang Bae Yoon, Chaeuk Im
Rok vydání:	1997
Předmět:	1 2 3-Triazole Sodium Organic Chemistry Pharmacology toxicology Triazole chemistry.chemical_element Zinc chemistry.chemical_compound Acetic acid Acetic anhydride β lactamase inhibitor chemistry Drug Discovery Molecular Medicine Organic chemistry
Zdroj:	Archives of Pharmacal Research. 20:647-651
ISSN:	1976-3786 0253-6269
Popis:	The 6,6-dibromopenam6 was treated with CH(3)MgBr and carbaldehyde5 to afford the 6-bromo-6-(1-hydroxy-1-methyl)penicillanate7, which was reacted with acetic anhydride to give acetoxy compound8. The deacetobromination of8 with zinc and acetic acid gave 6-exomethylenpenams, Z-isomer9 and E-isomer10, which were oxidized to sulfones11 and12 by m-CPBA. The p-methoxybenzyl compounds were deprotected by AlCl(3) and neutralized to give the sodium salts13, 14, and15.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a67b74cfe49c8422278c440438502827 https://doi.org/10.1007/bf02975226 Zobrazit plný text záznamu Full text from SpringerLink