title: Synthesis of fluorous photolabile aldehyde and carbamate and alkyl carbamate protecting groups for carbohydrate-associated amines.
abstract: Two new fluorous photolabile-protecting groups (FNBC and FNB) and a new base-labile protecting group (FOC) for the masking of amines are reported. The protecting groups survive a wide range of common reaction conditions used in oligosaccharide synthesis and render the attached molecules amenable to fluorous solid-phase extraction (FSPE). A glycosyl acceptor containing the FNB group is shown to be useful in the synthesis of carbohydrates tagged with free deactivated secondary amines.
authors: Department of Chemistry, Indiana University , Bloomington, Indiana 47405, United States.
authors: Rajarshi
authors: R
authors: Roychoudhury
authors: Nicola L B
authors: NL
authors: Pohl
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D002219:Carbamates / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D052616:Solid Phase Extraction
chemical_list: D000447:Aldehydes; D000588:Amines; D002219:Carbamates; D007202:Indicators and Reagents; D009844:Oligosaccharides