Preparation of beta-nitroalanine using the Easton three-component coupling method.
A simple one-step preparation of beta-nitroalanine has been developed using the Easton three-component coupling method. To date one limitation of this method has been that use of nitromethane as the nitroalkane component does not yield beta-nitroalanine. We report that use of the dipotassium salt of nitroacetic acid in the Easton three-component coupling gives beta-nitroalanine in high yield, presumably via facile decarboxylation of a beta-nitroaspartate intermediate.
Soapi
K M
KM
School of Chemistry, University of Sydney, Sydney, New South Wales, Australia.
Hutton
C A
CA
D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D003653:Decarboxylation; D009574:Nitro Compounds / Q000138:chemical synthesis*
D009574:Nitro Compounds; C526551:beta-nitroalanine; D000409:Alanine