Abstract
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.
MeSH terms
-
Chromatography, High Pressure Liquid
-
Crown Ethers*
-
Dicyclohexylcarbodiimide
-
Dipeptides / chemical synthesis
-
Dipeptides / chemistry*
-
Ethers, Cyclic / chemical synthesis
-
Ethers, Cyclic / chemistry*
-
Models, Chemical
-
Oligopeptides / chemical synthesis
-
Oligopeptides / chemistry
-
Stereoisomerism
-
Triazoles
Substances
-
Crown Ethers
-
Dipeptides
-
Ethers, Cyclic
-
Oligopeptides
-
Triazoles
-
15-crown-5
-
Dicyclohexylcarbodiimide
-
prolylleucine
-
1-hydroxybenzotriazole