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Title Page

Contents

초록 11

Ⅰ. Introduction 12

Ⅰ-1. Historical Perspective of Epilepsy 12

Ⅰ-2. Classification of Epileptic Seizures 13

Ⅰ-3. Evaluation of Anticonvulsant Agents. 15

Ⅰ-4. Anticonvulsant Drugs 17

Ⅰ-4-1. First Generation Anticonvulsant Drugs 17

Ⅰ-4-2. New Generation Anticonvulsant Drugs 19

Ⅰ-4-3. Next Generation Anticonvulsant Drugs 21

Ⅱ. Result and Discussion 27

Ⅲ. Experimental Section 34

Ⅲ-1. Chemicals 34

Ⅲ-2. Spectroscopic Measurements 34

Ⅲ-3. Synthesis 35

Ⅲ-3-1. Synthesis of N-Benzyloxycarbonyl Amino Acids 36

Ⅲ-3-2. Synthesis of N-Benzyl-2-N-(benzyloxycarbonyl)amino-substituted Amides (8)(이미지참조) 39

Ⅲ-3-3. Synthesis of Enantiopure (S)- and (R)-N-Benzyloxycarbonyl Serines (10)(이미지참조) 44

Ⅲ-3-4. Synthesis of Enantiopure (R)- and (S)-N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide(11) 45

Ⅲ-3-5. Synthesis of Enantiopure (R)- and (S)-N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-methoxypropionamide (12a) 46

Ⅲ-3-6. Synthesis of Enantiopure (R)- and (S)-N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-ethoxypropionamides (12b)(이미지참조) 49

Ⅲ-3-7. Synthesis of N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-substituted Propionamides (13 - 14)(이미지참조) 51

Ⅳ. Abstract 62

Ⅴ. References 63

Acknowledgements 68

Curriculum Vitae 69

List of Publications & Presentations 70

List of Tables

Table 1. Classification of Epileptic Seizures 14

Table 2. Physical Data for N-Benzyloxycarbonyl Amino Acid Derivatives 32

Table 3. Physical Data for N-Benzyl-2-N-(benzyloxylcarbonyl)amino-3-substituted Propionamides 33

Table 4. ¹H NMR Spectral Properties for N-Benzyl-2-N-(benzyloxycarbonyl)amino-substituted Amides 53

Table 5. ¹³C NMR Spectral Properties for N-Benzyl-2-N-(benzyloxycarbonyl)amino-substituted Amides 55

Table 6. ¹H NMR Spectral Properties for N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-substituted Propionamides 57

Table 7. ¹³C NMR Spectral Properties for N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-substituted Propionamides 60

List of Figures

Figure 1. First Generation Anticonvulsant Drugs 18

Figure 2. New Generation Anticonvulsant Drugs 20

Figure 3. Next Generation Anticonvulsant Drugs 23

List of Schemes

Scheme 1. Synthesis of N-Benzyl-2-N-(benzyloxycarbonyl)amino-substituted Amides 29

Scheme 2. Synthesis of N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-substituted Propionamides 30

Scheme 3. Synthesis of Enantiopure (R)- and (S)-N-Benzyl-2-N-(benzyloxycarbonyl)amino-3-substituted Propionamides 31

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