Hydrazine derivative synthesis by trifluoroacetyl hydrazide alkylation

Autor:	Charity Deborah Yongo-Luwawa, Yousra Hamdane, Sitan Diarra, Mulamreddy Ramakotaiah, Pradeep S. Chauhan, Anh Minh Thao Nguyen, William D. Lubell, Xiaozheng Wei, Skye Brettell
Rok vydání:	2020
Předmět:	chemistry.chemical_classification Organic Chemistry Hydrazine General Chemistry Alkylation Hydrazide Medicinal chemistry Catalysis Amino acid chemistry.chemical_compound chemistry Lactam lipids (amino acids peptides and proteins) Mitsunobu reaction Derivative (chemistry)
Zdroj:	Canadian Journal of Chemistry. 98:485-494
ISSN:	1480-3291 0008-4042
Popis:	N′-Alkyl hydrazides were effectively synthesized by routes featuring installation, alkylation, and removal of a trifluoroacetyl group. A set of amino acid derived hydrazides were acylated using trifluoroacetic anhydride, and the resulting trifluoroacetyl hydrazides were alkylated with alcohols in Mitsunobu reactions and with alkyl halides under alkaline conditions. Removal of the trifluoroacetyl group was affected under reductive and hydrolytic conditions to provide the respective N′-alkyl hydrazides. This three-step process may be performed without isolation of intermediates to yield N′-alkyl hydrazide after a single chromatographic purification.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::38eb3aebec7fc431ac516514d86ef426 https://doi.org/10.1139/cjc-2020-0052 Zobrazit plný text záznamu Plný text ve formátu PDF