Table 2.
Disubstituted diamine chemset (9) synthesis results.
| Entry | Anhydride | Aldehyde | Product | Yield: Reductive Amination | Yield: Nosyl Deprotection |
|---|---|---|---|---|---|
| 1 | 14{1} | 16{1} | 9{1,1} · 2TFA | 46% | 81% |
| 2 | 14{1} | 16{2} | 9{1,2} · 2TFA | 82% | 85% |
| 3 | 14{1} | 16{3} | 9{1,3} | 84% | 91% |
| 4 | 14{1} | 16{4} | 9{1,4} | 71% | 87% |
| 5 | 14{1} | 16{5} | 9{1,5} | 70% | 91% |
| 6 | 14{1} | 16{6} | 9{1,6} | 87% | 93% |
| 7 | 14{1} | 16{7} | 9{1,7} | 71% | 33% |
| 8 | 14{1} | 16{8} | 9{1,8} | 58% | 94% |
| 9 | 14{2} | 16{1} | 9{2,1} · 2TFA | 75% | 89% |
| 10 | 14{2} | 16{2} | 9{2,2} · 2TFA | 83% | 92% |
| 11 | 14{2} | 16{3} | 9{2,3} | 73% | 100% |
| 12 | 14{2} | 16{4} | 9{2,4} | 79% | 97% |
| 13 | 14{2} | 16{5} | 9{2,5} | 69% | 74% |
| 14 | 14{2} | 16{6} | 9{2,6} | 66% | 84% |
| 15 | 14{2} | 16{7} | 9{2,7} | 63% | 73% |
| 16 | 14{2} | 16{8} | 9{2,8} | 42% | 79% |