ASYMMETRIC-SYNTHESIS OF (2S,3R) BETA-(4-F-3-NO2) PHENYL SERINE, D-(R)-4-METHOXY-3,5-BIS(T)BUTYLDIMETHYLSILOXY PHENYLGLYCINE AND THEIR ASSEMBLAGE TO C-O-D RING OF VANCOMYCIN
Jp. Zhu et al., ASYMMETRIC-SYNTHESIS OF (2S,3R) BETA-(4-F-3-NO2) PHENYL SERINE, D-(R)-4-METHOXY-3,5-BIS(T)BUTYLDIMETHYLSILOXY PHENYLGLYCINE AND THEIR ASSEMBLAGE TO C-O-D RING OF VANCOMYCIN, Tetrahedron letters, 36(39), 1995, pp. 7081-7084
The asymmetric synthesis of two appropriately functionalized non-prote
inogenic amino acids 2 and 3 needed for the total synthesis of vancomy
cin was described. The assemblage of these amino acids into linear tri
peptide followed by biaryl ether formation via intramolecular SNAr rea
ction led to the fully functionalized C-O-D ring of vancomycin.