A Novel Synthesis of L-Pyroglutamic Acid Derivatives from L-Proline : Utility of N-Protecting Groups for Ruthenium Tetroxide Oxidation of Cyclic α-Amino Acids
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概要
- 論文の詳細を見る
The utility of four urethane type N-protecting groups, benzyloxycarbonyl (Z), p-nitro-benzyloxycarbonyl [Z(NO_2)], trichloroethoxycarboyl (Troc) and tert-butoxycarbonyl (Boc) groups, was tested in the ruthenium tetroxide (RuO_4) oxidation of N-protected L-proline esters. Three groups, but not the Z group, which was decomposed by RuO_4,were found to be stable during the oxidation and afforded high yields of the corresponding L-pyroglutamic acid esters. Removal of the protecting groups from the oxidation products was carried out successfully in the usual manner to give N-unsubstituted (NH-type) L-pyroglutamic acid derivatives without racemization. The first transformation of L-proline into L-pyroglutamic acid and its derivatives has been accomplished.
- 社団法人日本薬学会の論文
- 1986-09-25
著者
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田中 憲一
Faculty Of Pharmaceutical Sciences Hokuriku University
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新田 義博
School of Pharmacy, Hokuriku University
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河合 智之
Kotobuki Research Laboratories, Kotobuki Pharmaceutical Company, Ltd.,
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吉藤 茂行
Faculty Of Pharmaceutical Sciences Of Hokuriku University
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田中 憲一
School of Pharmacy, Hokuriku University
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吉藤 茂行
School of Pharmacy, Hokuriku University
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河合 智之
School of Pharmacy, Hokuriku University
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河合 智之
Kotobuki Research Laboratories Kotobuki Pharmaceutical Company Ltd.
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新田 義博
School Of Pharmacy Hokuriku University
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Yoshifuji Shigeyuki
Faculty Of Pharmaceutical Sciences Of Hokuriku University
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