Synthesis of a model bicyclic C-O-D-O-E ring of vancomycin by a one-pot, double SNAr based macrocyclization
Double cyclization of linear pentapeptide I by treatment with CsF in DMF at -5 Deg gives a model bicyclic (C)-O-(D)-O-(E) ring analog of vancomycin in a one step. [on SciFinder (R)]
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Beugelmans, R., Bois-Choussy, M., Vergne, C., Bouillon, J.-P., & Zhu, J. (1996). Synthesis of a model bicyclic C-O-D-O-E ring of vancomycin by a one-pot, double SNAr based macrocyclization. Chemical Communications (ChemComm), (9), 1029–1030. https://doi.org/10.1039/cc9960001029
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1996
9
1029
1030
CAN 125:87162
34-3
Amino Acids, Peptides, and Proteins
Inst. Chim. Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
written in English.
1404-90-6P (Vancomycin) Role: PNU (Preparation, unclassified), PREP (Preparation) (synthesis of model bicyclic ring of vancomycin by double macrocyclization); 2491-20-5; 27460-85-1; 171738-31-1; 173775-54-7; 178744-39-3 Role: RCT (Reactant), RACT (Reactant or reagent) (synthesis of model bicyclic ring of vancomycin by double macrocyclization); 178744-34-8P; 178744-35-9P; 178744-36-0P; 178744-37-1P; 178744-38-2P; 178744-40-6P; 178744-41-7P; 178744-42-8P; 178744-43-9P; 178744-44-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (synthesis of model bicyclic ring of vancomycin by double macrocyclization); 178744-33-7P; 178744-45-1P Role: SPN (Synthetic preparation), PREP (Preparation) (synthesis of model bicyclic ring of vancomycin by double macrocyclization)
REVIEWED
OTHER