Open AccessSynthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
Author(s) -
Natarajan Raju,
Rolf E. Swenson
Publication year - 2021
Publication title -
international journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 1916-9701
pISSN - 1916-9698
DOI - 10.5539/ijc.v13n2p17
Subject(s) - chemistry , primary (astronomy) , reagent , organic chemistry , amino acid , sugar , base (topology) , combinatorial chemistry , biochemistry , mathematical analysis , physics , mathematics , astronomy
Preferential oxidation of primary hydroxyls in unprotected sugars and sugar amino acids is reported using inexpensive and readily available reagents. This method offers a specific oxidation protocol for a variety of carbohydrates. The stereochemical integrity of the starting materials was preserved and a simple workup yielded the products in good yields with high purity. The procedure is compatible with base sensitive groups like Fmoc. Both mono and disaccharides undergo oxidation regioselectively.