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Solutions for Amino Acids, Peptides, and Proteins
36 continued
Me3COC O
O
COCMe3
O
H2N CH
CH3
COOH
C
COOH
CH3
HHO CTsO H
CH3
COOH
TsCl
C
COO
CH3
NH2H
Me3COC
O
NH CH COOH
CH3
(d) +
37
pyridine
excess
NH3
D-alanine
N
O
O
CH
COOEt
COOEt
CH2Br
N
NH
N
H
H2C
C H
O
N
H
H2C
H
C CNH2N
H2O
H3O+
C
COOEt
COOEt
N
O
O
CH2
H
N
N
H3N CH COOH
CH2
N
NH
H3O+
N
H
H2C
H
C COOHH3N
38
∆
2)
1) NaOEt
racemic histidine
39
racemic 
tryptophan
∆
NH3, HCN
H2N CH C
CH2
NH CH
CHCH3
C OH
O O
OHCH2SCH3
CHCH3
OH
CH2
CH2SCH3
C
O
C
O
OHCHNHCHH2N
40
(a)
neutral
(b)
neutral
(c) H2N CH C
(CH2)3
NH CH
CH2
C NH CH
(CH2)4NH2
C OH
O O O
HN COOHCNH2
NH
basic: two basic side chains and one 
acidic side chain
647