Table 2. Nucleoside deprotection conditions.
| |||
Substrate | Cond. a | Time (h) | Product |
20 | a | 72 | n.r. |
20 | b | 72 | Monobenzyl |
20 | c | 72 | Dibenzyl |
20 | d | 24 | n.r. |
a 20, b 25, c 24, d 27, e 23, f 22 | e | a48, b40, c48, d72, e96, f72 | tzG (59%), tzA (45%), tzI (30%), tzIsoG (51%), tz2-AA (54%), tzX (68%) |
aConditions: (a) Pd/C, H2, MeOH, rt, 90 psi; (b) Pd/C, ammonium formate, 60 °C, MeOH, sealed container; (c) Pd(OH)2, H2, rt to 40 °C; (d) ethanethiol, BF3·OEt2, DCM, rt; (e) 1,2-ethanedithiol, BF3·OEt2, DCM, rt.