Pyrroles and related compounds. Part 38. Porphobilinogen synthesis 2
A new synthesis of porphobilinogen (1) and its [6-13C]- and [6-14C]-derivatives, via porphobilinogen lactam, is reported. For the most part the synthesis follows established methods in pyrrole chemistry, but there are two significant advances which make the route attractive: (1) transformation of readily available acetylpyrroles into methoxycarbonylmethylpyrroles by using thallium(III) nitrate in methanol, and (2) introduction of the aminomethyl function into porphobilinogen by cleavage of a phthalimidomethyl substituent.
Publication Source (Journal or Book title)
Journal of the Chemical Society, Perkin Transactions 1
Kenner, G., Rimmer, J., Smith, K., & Unsworth, J. (1977). Pyrroles and related compounds. Part 38. Porphobilinogen synthesis 2. Journal of the Chemical Society, Perkin Transactions 1 (3), 332-340. Retrieved from https://digitalcommons.lsu.edu/chemistry_pubs/2131