
144
Methods of Non-α-Amino Acid Synthesis, Second Edition
with azide, hydrogenation of the azide, and an unusual N-benzylation reaction gave the
acetonide of N-benzyl 4-(N-benzylamino)-2,3-dihydroxypentanamide, 111.
O
OO
OH
OH
O
O
NHBn
OMs
OO
O
NHBn
NHBn
1. BnNH
2
, MeOH
reux, iPr
2
NEt
2. acetone
p-TsOH
3. MsCl, Py
3
100°C
2. H
2
, 10%
Pd-C, MeOH
3. PhCHO;
NaBH
4
109 11
GABA derivatives are strucutral components of anticancer drugs. Several phos-
phopeptide mimics, such as 119, targeted to the SH2 domain of Stat3 were prepared,
as putative anticancer drugs.
145
H
N
O
N
O
HN
H
2
N
F
P
O
OPOM
OPOM
When D-pantolactone (113)
146
was treated with potassium phthalimide, ...