Synthetic studies relevant to biosynthetic research on vitamin B 12. Part 8. Synthesis of (±)-Faktor-I octamethyl ester

Alan R. Battersby, Simon P.D. Turner, Michael H. Block, Zhi Chu Sheng, Steven C. Zimmerman

Research output: Contribution to journalArticlepeer-review

Abstract

Several variations have been explored of the general synthesis of chlorins which uses a photochemical ring-closure of the macrocycle as the key step. This work leads to a synthesis of (±)-Faktor-I octamethyl ester, a chlorin which arises, in the free-acid form, by aromatisation of the mono-C-methylated intermediate on the biosynthetic pathway to vitamin B12. This synthesis confirms the structure of Faktor-I and allows labelled samples to be prepared.

Original languageEnglish (US)
Pages (from-to)1577-1586
Number of pages10
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number6
DOIs
StatePublished - Jan 1 1988
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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