1100357-00-3Relevant academic research and scientific papers
A convergent stereocontrolled synthesis of [3-14C]solanesol
Roe, Stephen J.,Oldfield, Mark F.,Geach, Neil,Baxter, Andrew
, p. 485 - 491 (2014/03/21)
In this communication, we report the synthesis of 5 mCi of [3- 14C]solanesol (1) prepared from ethyl [3-14C]acetoacetate and (all-E)-octaprenyl bromide (2) in four steps, with a specific radioactivity of 19.83 mCi/mmol and with a chemical/ stereochemical and radiochemical purity of ≥ 95%. (Figure 1). Position 3 of the chain was selected for 14C labelling because of the metabolic stability of this position. Unlabelled (all-E)-octaprenyl (18) (Scheme 4) necessary for this work was prepared via a convergent iterative 'allyl-allyl' coupling approach of precursors easily derived from readily available inexpensive starting materials. Copyright
An improved convergent strategy for the synthesis of oligoprenols
Yu, Xiong-Jie,Zhang, Hao,Xiong, Fang-Jun,Chen, Xu-Xiang,Chen, Fen-Er
experimental part, p. 1967 - 1974 (2009/02/07)
A practical and highly regio- and stereoselective synthesis of oligoprenols starting from commercially available geraniol is described. The convergent synthetic strategy features the iterative allyl-allyl coupling of monomers easily derived from geraniol that contain one reacting terminal functional group and the repetitive reductive elimination of the p-toluenesulfonyl (Ts) groups.
