1980-1999
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Browsing 1980-1999 by Subject "Amino acids -- Analysis"
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Item Open Access Part I. Asymmetric synthesis of 2,6-diaminopimelic acids (DAP) and γ-D(L)-glutamyl-L-meso-diaminopimelic acid dipeptide. Part II. Total synthesis of TAN-1057 and analogues(Colorado State University. Libraries, 1997) Yuan, Chenguang, author; Williams, Robert M., advisorPart I. An asymmetric and stereochemically unambiguous construction of diaminopimelic acid and related system using the chiral, non-racemic diphenyl oxazinones glycinate templates has been developed. The preparations of (R,R)-DAP, (S,S)-DAP, (S,S)-2,7-diaminosuberic acid, and mono-N-protected (S,R)-DAP are described. The synthesis of γ-D(L)-glutamyl-L-meso-diaminopimelic acid dipeptide, a subunit of both FK-156 and FK-565, is also described. The availability of both optical antipodes of the glycinate templates renders this chemistry adaptable to prepare all possible diastereoisomers of substances based on the DAP skeleton in optically pure form.