92085-90-0Relevant academic research and scientific papers
FunctionaIized erythro N-protected α-amino epoxides. Stereocontrolled synthesis and biological activity
Albeck, Amnon,Estreicher, Gary I.
, p. 5325 - 5338 (2007/10/03)
Erythro N-protected α-amino epoxides, derived from α-amino acids bearing functionalized side chains, were synthesized. The key synthetic step is a stereoselective reduction of the corresponding haloketone either to the halohydrin or directly to the epoxid
SYNTHESIS OF (+)-GALANTINIC ACID, A CONSTITUENT AMINO ACID IN THE PEPTIDE ANTIBIOTIC GALANTIN I, via THE STEREOSELECTIVE EPOXIDATION OF A CHIRAL SERINE EQUIVALENT
Ohfune, Yasufumi,Kurokawa, Natsuko
, p. 1587 - 1590 (2007/10/02)
Epoxidation of (2R)-t-butoxycarbonylamino-3-butenol afforded, in a highly stereoselective manner, a threo-3,4-epoxy-2-aminobutanol derivative which was succesfully converted to the unusual amino acid (+)-galantinic acid in 8 steps via regiospecific epoxide ring opening with divinyl cuprate.
