Table 1 Effects of solution concentration and polarity on loading of azetidinones 1a, 1b and 2a on HA. Loading was evaluated through TGA analysis.
Entry | Compound | Concentration (M) | Solvent | Loading | ||
---|---|---|---|---|---|---|
H2O/acetonitrilea | Polarity indexb | wt % | mmol/g | |||
1 | 1a | 0.14 | 1:1 | 58.5 | 9.5 ± 0.7 | 0.54 ± 0.04 |
2 | 1a | 0.11 | 1:1 | 58.5 | 5.9 ± 0.5 | 0.34 ± 0.03 |
3 | 1a | 0.07 | 1:1 | 58.5 | 5.3 ± 0.5 | 0.30 ± 0.03 |
4 | 1a | 0.06 | 1:1 | 58.5 | 5.3 ± 0.5 | 0.30 ± 0.03 |
5 | 1a | 0.17 | 1.75:0.25 | 71.4 | 10.0 ± 0.7 | 0.57 ± 0.04 |
6 | 1b | 0.15 | 1:1 | 58.5 | 12.7 ± 0.7 | 0.54 ± 0.03 |
7 | 1b | 0.11 | 1:1 | 58.5 | 8.5 ± 0.6 | 0.36 ± 0.03 |
8 | 1b | 0.06 | 1:1 | 58.5 | 8.9 ± 0.6 | 0.37 ± 0.03 |
9 | 1b | 0.11 | 1.75:0.25 | 71.4 | 17.9 ± 0.8 | 0.75 ± 0.03 |
10 | 2a | 0.15 | 1:1 | 58.5 | 5.5 ± 0.5 | 0.17 ± 0.02 |
11 | 2a | 0.075 | 1:1 | 58.5 | 4.8 ± 0.5 | 0.14 ± 0.02 |
12 | 2a | 0.060 | 1:1 | 58.5 | 5.8 ± 0.5 | 0.17 ± 0.02 |
13 | 2a | 0.015 | 1:1 | 58.5 | 5.1 ± 0.5 | 0.15 ± 0.02 |
14 | 2a | 0.075 | 1.5:0.5 | 69.3 | 11.0 ± 0.7 | 0.33 ± 0.02 |
15 | 2a | 0.075 | 1.75:0.25 | 71.4 | 15.1 ± 0.8 | 0.45 ± 0.02 |
16 | 2a | 0.075 | 0:1 | 37.0 | 5.0 ± 0.5 | 0.15 ± 0.02 |