Table 9. RCM to Form i, i + 3 Stapled Peptides.
entry | substrate | product | catalyst (mol %) | temperature (°C) | time (h) | conversiona (%) | selectivity |
---|---|---|---|---|---|---|---|
1 | 20 | 21 | 22 (10) | 45 | 10 | 86 | >20:1 E/Zb |
2 | 23 (10) | 45 | 10 | 85 | >20:1 E/Zb | ||
3 | 1 (30) | 40 | 21 | <5 | n.d. | ||
4 | 24 | 25 | 22 (10) | 45 | 3.5 | 100 | 13:1 E/Za |
5 | 23 (10) | 45 | 3.5 | 94 | 11:1 E/Za | ||
6 | 1 (10) | 40 | 4 | <5 | n.d. |
Determined by analytical HPLC-MS.
Determined by 1H NMR spectroscopy.