Cephalosporin C 2026-11-05
Cephalosporin C is a fungal natural product in the beta-lactam antibiotic family, with formula . Its framework contains a strained four-membered cyclic amide fused to a sulfur-containing six-membered ring.[ref]
PubChem Compound database by National Center for Biotechnology Information. Cephalosporin C, CID65536: formula, connectivity and fungal-metabolite classification
For synthetic chemistry, the challenge is the combination of reactive rings, several functional groups and defined stereochemistry. Making the correct elemental formula is therefore a much weaker test than constructing the complete structure. This compound supplies a concrete example of why total synthesis needs control over connectivity and spatial arrangement together.
Robert Burns Woodward Created 2026-10-20 Updated 2026-11-05
Robert Burns Woodward developed strategies for the total synthesis of structurally complex natural products. His 1965 Nobel lecture uses the synthesis of cephalosporin C to explain the problems of constructing a target's carbon skeleton, arranging functional groups, and controlling stereochemistry. The synthesis becomes an argument about molecular structure as well as a route to a substance.[ref]
https://www.nobelprize.org/uploads/2018/06/woodward-lecture.pdf. Recent Advances in the Chemistry of Natural Products, 1965: cephalosporin C synthesis
Portrait of Robert Burns Woodward
. Dr. Peter Geymayer; derivative work by Chamal. Public domain. Source usage terms, via Wikimedia Commons. Source.