Table 1. Optimization of the CuAAC Reaction between Azide-SL 8 and COUPY-Alkyne 12a,b.
| entry | solvent | CuSO4 | sodium ascorbate | temp. | yield |
|---|---|---|---|---|---|
| 1 | CH3CN/H2O (1:1) | 10 equiv | 20 equiv | RT | no desired producta |
| 2 | CH3CN/H2O (2:1) | 25 equiv | 25 equiv | 50 °C | only tracesa |
| 3 | tBuOH/H2O (4:1) | 25 equiv | 25 equiv | RT | 30%b |
| 4 | tBuOH/H2O (4:1) | 25 equiv | 25 equiv | 50 °C | 5% (degradation)b |
LC–MS observations.
Isolated yield.