tert-Butyldiphenylsilyl ether (TBDPS)
Protection :
-
-
Imidazole, TBDPSCl
DMF
RT, 60 min, 95%
Imidazole, TBDPSCl
DMF
0 °C to RT, ON, 90%
Imidazole, TBDPSCl
DMF
RT, 6 h, 92%
-
Imidazole, TBDPSCl
THF
0 °C to RT, 52 h, 82%
Imidazole, TBDPSCl
THF
RT, 18 h, 92%
-
DMAP, Imidazole, TBDPSCl
CH2Cl2
RT, 12 h, 85%
-
DMAP, TBDPSCl
CH2Cl2
RT, 2 h, 98%
-
DMAP, Et3N, TBDPSCl
CH2Cl2
0 °C to RT, 4 h, 96%
-
Imidazole, TBDPSCl
CH2Cl2
RT, 30 min, 100%
Deprotection :
-
-
n-Bu4N+ F-
THF
70 °C, 2 h, 95%
n-Bu4N+ F-
THF
0 °C to RT, 70 min, 92%
n-Bu4N+ F-
THF
RT, 4 h, 97%
n-Bu4N+ F-
THF
0 °C, 15 min, 85%
n-Bu4N+ F-
THF
RT, 7 h, 80%
n-Bu4N+ F-
THF
0 °C to RT, 4 h, 94%
n-Bu4N+ F-
THF
0 °C to RT, 90 min, 95%
n-Bu4N+ F-
THF
0 °C to RT, 3 h, 87%
-
TASF
CH2Cl2
0 °C to RT, 60 min, 95%
-
HF
H2O, MeCN
RT, 60 min, 95%