Abstract
Orthogonally protected thioamide-containing dipeptides were efficiently and cleanly prepared from the precursor dipeptides using Curphey's method (P4S10, hexamethyldisiloxane (HMDO), reflux, DCM) in 67–96% isolated yield. This was in contrast to the use of Lawesson's or Berzelius’ reagents where significant issues with reaction non-completion, decomposition and purification were observed. Subsequent clean removal of the dipeptides’ t-butyl ester protecting groups gave thioamide dipeptide acids which were suitable for use in solid-phase peptide synthesis (SPPS).
Original language | English |
---|---|
Pages (from-to) | 5237-5239 |
Number of pages | 3 |
Journal | Tetrahedron Letters |
Volume | 57 |
Issue number | 47 |
DOIs | |
Publication status | Published - 2016 |
Keywords
- Curphey's method
- Thioamide
- Thionation
- Thiopeptides