Quantitatively monitoring of solid-phase organic synthesis by combustion elemental analysis

• Published in: Tetrahedron Vol. 54; no. 39; pp. 11755 - 11766
• Main Authors: Yan, Bing, Jewell, Charles F., Myers, Stewart W.
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 24.09.1998
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/S0040-4020(98)83037-8

A systematic investigation on the role of combustion elemental analysis in the quantitative monitoring of solid-phase organic synthesis was done. Quantitative elemental analysis results obtained for eight resin-bound organic compounds are highly consistent with those obtained from well-established methods such as Fmoc method. A six-step peptoid synthesis and a dansylhydrazone synthesis were quantitatively monitored using elemental analysis. All results were corroborated by well-established photometric methods. Based on these data, the elemental analysis method is, in general, reproducible and accurate in the quantitative analysis of resin-bound organic compounds. Considering the severe shortage of on-resin quantitation methods at present, it adds a valuable tool for monitoring solid-phase organic synthesis steps that cannot be quantitated by current methods. Combustion elemental analysis is shown to be a reproducible and accurate method in the quantitative analysis of resin-bound organic compounds for the monitoring of solid-phase organic synthesis.