Abstract
A convergent and facile method has been developed for the preparation of hybrid sulfonophosphonodipeptides composed of 2-aminoalkanesulfonic acid and 1-aminoalkylphosphonic acid residues. A series of hybrid sulfonophosphonodipeptides were synthesized in satisfactory yields via the Mannich-type reaction of 2-(Cbz-amino)alkanesulfonamides, aldehydes, and phosphorus trichloride, followed by sequential hydrolysis. The reaction mechanism was proposed and verified by NMR tracing experiments.
Original language | English |
---|---|
Article number | ss-2014-h0782-op |
Pages (from-to) | 1479-1487 |
Number of pages | 9 |
Journal | Synthesis (Germany) |
Volume | 47 |
Issue number | 10 |
DOIs | |
Publication status | Published - 1 May 2015 |
Externally published | Yes |
Keywords
- hybrid peptide
- hydrolysis
- Mannich reaction
- phosphonopeptide
- sulfonamide
- sulfonopeptide