212957-91-0Relevant academic research and scientific papers
Stereocontrolled and enantioselective synthesis of the branched 6- amino-4,6-deoxyheptopyranuronic acid component of amipurimycin
Garner, Philip,Yoo, Ji Uk,Sarabu, Ramakanth,Kennedy, Vance O.,Youngs, Wiley J.
, p. 9303 - 9316 (1998)
A stereocontrolled and enantioselective synthesis of the branched 6- amino-4,6,-deoxyheptopyranuronic acid component of amipurimycin is reported. Key stages in the synthesis include the stereodivergent assembly of the dihydropyrones 12 and 14 from serinal derivatives (S)-10 and (R)-10, elaboration of the tetrahydropyran ring to give 26 and 31, and finally, introduction of the cis-2-aminocyclopentanecarboxylic acid moiety to produce the diastereomeric peptides 28/29 and 32/33.
