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. 2022 Nov 28;87(24):16351–16367. doi: 10.1021/acs.joc.2c02019

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
a

LC–MS observations.

b

Isolated yield.