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O
N
HCl
ยท
H
2
N
OMe
NaHCO
3
(1.5 equiv)
BocHN
OMe
BocN
O
+
CO
2
+
NaCl
R
2
Ball-mill, 2 h, 3800 rpm
O
R
1
R
2
O
O
R
1
O
b
-aminoesters
b
,
b
-dipeptides
b
-UNCAs
N
N
N
BocHN
OMe
BocHN
OMe
BocHN
OMe
O
O
O
Ph
O
Ph
O
O
3
-hPhg-OMe
91%
3
-hPhg-
Boc-
b
-Ala-
b
-Ala-OMe
96%
Boc-
b
-Ala-(
S
)-
b
Boc-(
S
)-
b
b
-Ala-OMe
93%
N
N
BocHN
OMe
BocHN
OMe
O
O
Ph
O
Ph
O
MeO
O
b
3
-hPhg-(
b
3
-hPhg-OMe
b
3
-Chg(OMe)-
Boc-(
S
)-
S
)-
Boc-(
S
)-
-Ala-OMe
b
94%
91%
Scheme 6.18 Mechanosynthesis of b,b-dipeptides from b-UNCAs and b-aminoesters.
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