Multipin solid-phase synthesis of acyl 2, 3-diaminopropionic acid oligomers.
A modular approach for the synthesis of sets of diverse organic molecules is described. N-alpha-Fmoc-N-beta-Alloc-D-2,3-diaminopropionic acid (Fmoc-D-Dpr(Alloc)-OH) was prepared in four steps from Boc-D-asparagine and used as a scaffold for attachment of sidechains. Using the Multipin approach, a number of model acyl trimers were rapidly prepared by sequential coupling of Fmoc-D-Dpr(Alloc)-OH and acylation of the beta-amino group with a range of activated carboxylic acids.
Valerio
R M
RM
Chiron Mimotopes Pty Ltd, Clayton, Victoria, Australia.
Bray
A M
AM
Stewart
K M
KM
D015091:beta-Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D015091:beta-Alanine; C011757:2,3-diaminopropionic acid