Chemistry Reference
In-Depth Information
Vibrational Ball-Mill
R
1
Boc
2
O
R
1
R
3
R
3
NaHCO
3
(2.0 equiv)
30 Hz, 90-120 min.
N
XH
.
H
2
N
or
2 H
2
O
OR
2
R
4
O
Z-Cl
OR
2
+
n
+
n
2 NaX
2 CO
2
Fmoc-Cl
O
O
2 balls 5 mm
O
O
CO
2
33
34
35
t-BuOH
Waste
R
2
= Me, O
t
Bu
R
4
=
O
t
Bu, CH
2
Ph, 9-fluorenylmethyl
from Boc
2
O
R
3
= H, Me
13 examples
a
-amino esters: 80-100%
n =
0, 1; X = Cl, AcO
b
- and
a,a
-disubstituted amino esters: 61-68%
Scheme 6.9 N-Carbamoylation of amino-ester derivatives in a vibrational ball-mill.
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