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Named reactions

Get references and more from over 225 named organic chemical reaction

Go to the named reaction index

Protecting Groups

Get the conditions needed to install/remove a wide range of protecting groups.

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Triethylsilyl ether (TES)

Protection

 
Reagents
Solvents
Temperature
Time
Yield
TESCl
Pyr
-78 °C - RT
30 min - 12 h
85-92 %
TESCl, Imidazole
DMF
0 °C
60 min
99 %
TESCl, Imidazole, DMAP
DMF
0 °C - RT
16 h
85 %
TESOTf, 2,6-Lutidine
CH2Cl2
0 °C - RT
30 min
83-92 %
TESOTf, Et3N
CH2Cl2
-78 °C
30 min
92 %
TESOTf
Pyr
-23 °C
10 min
98 %
TESCl, Pyr
CH2Cl2
-78 - -20 °C
10 h
92 %
TESOTf, i-Pr2NEt
CH2Cl2
-60 - 0 °C
2.5 h
71 %

Deprotection

 
Reagents
Solvents
Temperature
Time
Yield
Pyr.HF
THF
0 °C - RT
60 min - 72 h
80-100 %
Pyr.HF
MeCN
0 °C
11 h
100 %
n-Bu4N+ F-
THF
-78 °C - RT
2 - 4 h
72-88 %
n-Bu4N+ F-, AcOH
THF
RT
18 h
87 %
HCl
THF, H2O
RT
60 min
89 %
CF3CO2H
MeCN, H2O
0 °C
4 h
93 %
K2CO3
MeOH
0 °C - RT
13 h
92 %
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