Studies on the carbodiimide-mediated model couplings of Z-Pro-Leu-OH with benzoaza-15-crown-5.
A series of model DCC-mediated couplings of Z-Pro-D-Leu-OH with 2,3-benzo-10-aza-1,4,7,13-tetraoxacyclopentadeca-2-ene were studied by high-performance liquid chromatography. It was found that racemization during preparation of N-(Z-Pro-Leu-)benzoaza-15-crown-5 is promoted by HOBT, an additive usually reducing this process.
Kulikov
N V
NV
A.V. Bogatsky Physico-Chemical Institute, Ukrainian Academy of Sciences, Odessa.
Basok
S S
SS
Lukyanenko
N G
NG
D002851:Chromatography, High Pressure Liquid; D043844:Crown Ethers; D004024:Dicyclohexylcarbodiimide; D004151:Dipeptides / Q000138:chemical synthesis / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000138:chemical synthesis / Q000737:chemistry*; D008956:Models, Chemical; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D014230:Triazoles
D043844:Crown Ethers; D004151:Dipeptides; D004988:Ethers, Cyclic; D009842:Oligopeptides; D014230:Triazoles; C042148:15-crown-5; D004024:Dicyclohexylcarbodiimide; C018170:prolylleucine; C011852:1-hydroxybenzotriazole