40772-85-8Relevant academic research and scientific papers
Efficient total synthesis of lycophyll (ψ,ψ-carotene-16,16′- diol)
Jackson, Henry L.,Nadolski, Geoffry T.,Braun, Cristi,Lockwood, Samuel F.
, p. 830 - 836 (2012/12/26)
A practical procedure is described for the total synthesis of lycophyll (16,16′-dihydroxy-lycopene; ψ,ψ-carotene-16,16′-diol), based on a C10 + C20 + C10 synthetic methodology using the commercially available materials geraniol (C10) and crocetin-dialdehyde (C20). A late-stage double Wittig olefination on crocetindialdehyde was used to form the desired lycophyll scaffold in eight linear synthetic steps, while generating a mixture of polyenic geometric isomers that could be effectively separated using HPLC. All-trans lycophyll was subsequently separated to >95% purity by semipreparative chromatography using a C30 carotenoid column.
