Abstract
Selective syntheses of S-acyl glutathiones are achieved in 79-98% yields using 1-acyl-1H-benzotriazoles in the presence of potassium bicarbonate in aqueous methanol at 20C. N-Acylation of S-(p-nitrobenzoyl) glutathione with 1-acyl-1H-benzotriazoles followed by deprotection of the p-nitrobenzoyl groups under mild conditions gave 63-78% yields of N-acyl glutathiones. These methodologies should be useful for the S-acylation and N-acylation of peptides and glycopeptides.
Original language | English (US) |
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Pages (from-to) | 1337-1340 |
Number of pages | 4 |
Journal | Synlett |
Issue number | 9 |
DOIs | |
State | Published - 2010 |
Externally published | Yes |
Keywords
- Acylation
- Amino acids
- Drugs
- Glutathione
- Peptides