The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method.
Using L-valine methyl ester hydrochloride as starting material, the synthesis of (2S)-2-isopropyl-1,4,7-trimethyl-1,4,7-triazacyclononane is described. Various standard Richman-Atkins cyclisation methods gave only poor yields in the key macrocyclisation step. Efficient macrocyclisation yields were, however, realised when an in situ sequential cyclisation method was developed.
Stones
Graham
G
Department of Pure & Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, UK G1 1XL.
Argouarch
Gilles
G
Kennedy
Alan R
AR
Sherrington
David C
DC
Gibson
Colin L
CL
D002625:Chemistry, Organic / Q000379:methods*; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D015203:Reproducibility of Results; D013237:Stereoisomerism
D006571:Heterocyclic Compounds; C075712:1,4,7-triazacyclononane