Table 2.
Study on ditosylation reactionof N-Boc-serinol (2).
| Entry | Solvents | Reaction time | TsCl : TEA | Yields (%) |
Mono/di ratio |
|---|---|---|---|---|---|
| 1 | Py | 6 h | 2.4 : 3 | 29 | 10 : 1 |
| 2 | Py | 10 h | 3 : 4 | 40 | 10 : 1 |
| 3 | Py, DMAP cat | 6 h | 3 : 4 | 31 | 10 : 1 |
| 4 | DCM, Py cat | 6 h | 2.4 : 3 | 53 | 5 : 1 |
| 5 | DCM, Py cat | 10 h | 3 : 4 | 45 | 5 : 1 |
| 6 | DCM | 6 h | 3 : 4 | 55 | 1 : 1 |
| 7 | dry DCM | 10 h | 3 : 4 | 68 | 1 : 2 |
| 8 | dry DCM | 10 h | 2.4 : 3 | 85 | 1 : 19 |