Primary pH degradation products of doramectin

Alexander F. Moore, Heather J. Lacey, Andrew Crombie, Ernest Lacey, Andrew M. Piggott*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)
24 Downloads (Pure)


Herein, we report the preparation and characterisation of the primary pH degradation products of doramectin, a potent second-generation endectocide. Under mildly acidic conditions, doramectin underwent sequential deglycosylation to yield doramectin monosaccharide and doramectin aglycone respectively. Under basic conditions, doramectin isomerised reversibly to give 2-epidoramectin and irreversibly to give Δ2,3-doramectin. The isomerisation of doramectin to Δ2,3-doramectin proceeded stereoselectively, exclusively yielding the 4S epimer.

Original languageEnglish
Pages (from-to)4224-4227
Number of pages4
JournalTetrahedron Letters
Issue number37
Publication statusPublished - 14 Sept 2016


  • doramectin
  • avermectin
  • degradation
  • endectocide


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