Efficient protocol to quinazolino[3,2-d][1,4]benzodiazepine-6,9-dione via Staudinger-aza-Wittig cyclization: application to synthesis of Asperlicin D

Autor:	Zakariyya Ishtaiwi, Naim H. Al-Said, Deeb Taher
Rok vydání:	2008
Předmět:	chemistry.chemical_classification Asperlicin D Stereochemistry Organic Chemistry Peptide Ring (chemistry) D-1 lcsh:QD241-441 lcsh:Organic chemistry chemistry Intramolecular force Wittig reaction heterocyclic compounds Glycine ethyl ester
Zdroj:	ARKIVOC, Vol 2008, Iss 16, Pp 154-164 (2008)
ISSN:	1551-7012
DOI:	10.3998/ark.5550190.0009.g15
Popis:	Tandem Staudinger and intramolecular aza-Wittig reactions followed by cyclodehydration of the linear N-[N-(2-azidobenzoyl)-2-aminobenzoyl]glycine ethyl ester furnished the tetracyclic quinazolino[3,2-d][1,4]benzodiazepine-6,9-dione ring system found in some biologically active natural alkaloids. This method was successfully implemented to synthesize asperlicin D from a linear peptide containing ester and azido terminal groups.
Databáze:	OpenAIRE
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