NAMA NIM KELAS

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SURIYATI F1 F1 11 094 FARMASI A

Tugas Kimia Organik Pembentukan Ikatan Peptida Glisin, Alanin Dan Isomerasin 1 a. Memproteksi gugus amino pada Glisin
O O OH O

CN NH2

(CH3)3 CO

C(CH3)3

O O O C OH O C C(CH3)3

O O H C O OH C C (CH3)3

(CH3)3 CO

C NH H CH

(CH3)3 CO
H H

C N CN

HO

C(CH3)3

(CH3)3 CO

NH

CH H

C O

OH

b. Memproteksi gugus karbonil pada Alanin

O O OH

CH3

CH2

OH

CH2

CH3

CH3

CH

OH CH2 CH3

NH2 HO

O O CH2 CH3

H2O

CH3

CH NH2

CH3

CH NH

C H O

OH

CH2
CH3

c. Kondensasi gugus amino dan karboksil

O H NH CH O C OH O

(CH3 )3 CO

CH3

CH NH2

CH2

CH3

H NH CH

O C NH OH O C O CH2 CH3

DCCI (CH3)3 CO
C

H3 C

CH

H NH CH

O C NH O C O CH2 CH3

(CH3)3 CO

H3C

CH

d. Menghilangnya gugus amino yang diproteksi dengan CF3CO2H

O N NH CH O C NH H3 C CH OH O C O CH2 CH3

(CH3)3 CO

CF3COOH

O C NH O C O CH2 CH3

(CH3)3 CO

CH

NH2

CH

CF3COO- H+

H3C

CH

H CF 3COOH

O C NH O C O CH2 CH3

(CH3)3 CO

NH2

CH

H3C

CH

2 a. Memproteksi gugus amino pada isoleusin

O O OH

CH3

CH2

CH CH3

CH NH2

(CH3)3

CO

(CH3) 3

O O O C OH C C(CH3)3

(CH3)3

CO

C NH

H3C

H2C

HC H3C

CH

O O C O CH2 C OH C(CH3) 3

(CH3)3

CO

C NH

H3C

H2C

HC H3C

CH

O C(CH3)3

OH

(CH3)3

CO

C NH O C OH

H3C

H2 C

HC H3C

CH

b. Kondensasi gugus amino dan gugus karbonil

O H H3C CO C O C NH H H3C H2C N CH O H3C C OH CH C C CH2 CH3 O

+
CH2

H2N

CH

(CH3)

CO

C NH O C N CH2 C NH H3C CH O O C O CH2 CH3 H

H3 C

H2C

H2C

CH H

(CH3)

CO

C NH O C NH CH2 C NH H3C CH O O C O CH2 CH3

H3 C

H2C

H2C

CH

c. Menghilangnya gugus amino yang diproteksi dengan CF3CO2H

O

(CH3)3

CO

C NH O C N CH C NH H3C CH H H O O C O CH2 CH3

H2C H3C

H2C

CH

CF3 COO-H+

NH2 H3C CH2 CH CH3 CH C NH CH2 C NH H3C CH O O C O CH2 CH3 O

d. Menghilangnya gugus karboksil dengan NaOH

NH2 H3C CH2 CH CH3 CH C NH CH2 C NH H3C CH O O C O CH2 CH3 O

NaO-+H+

NH2 H3C CH2 CH CH3 CH C HN CH2 O

C NH H3C CH H