title: A convenient method for the preparation of hapten phosphoramidites.
abstract: Automated incorporation of haptens at the 3' or 5' end of oligonucleotides required the preparation of the corresponding hapten phosphoramidites. The requisite 1,3-diol framework was prepared in two steps from a carboxylic acid precursor first by a two-carbon homologation using Meldrum's acid to form the corresponding 3-oxo ester and then subsequent reduction to the diol. The primary alcohol was protected with a dimethoxytrityl group, while the secondary alcohol was converted to the reactive phosphoramidite.
authors.affiliation: Division Organic Chemistry, Abbott Laboratories, Abbott Park, Illinois 60064-3500, USA.
authors.forename: J R
authors.initials: JR
authors.lastname: Fino
authors.forename: P G
authors.initials: PG
authors.lastname: Mattingly
authors.forename: K A
authors.initials: KA
authors.lastname: Ray
mesh_terms: D001331:Automation; D006241:Haptens; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009841:Oligonucleotides / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000276:immunology
chemical_list: D006241:Haptens; D009841:Oligonucleotides; D009943:Organophosphorus Compounds