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KO50001004-00050017-0001.pdf
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:application/pdf |
Download
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:284.9 KB
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| Title |
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Synthetic studies on thiothreonine (I) synthesis of DL-α-amino-β-chlorobutyric acid and its derivatives
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| Creator |
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梅澤, 純夫
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ウメザワ, スミオ
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Umezawa, Sumio
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Professor at Keio University
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木下, 光博
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キノシタ, ミツヒロ
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Kinoshita, Mitsuhiro
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Student of Graduate Course
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慶應義塾大学藤原記念工学部
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ケイオウ ギジュク ダイガク フジワラ キネン コウガクブ
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| Romanization |
Keio gijuku daigaku Fujiwara kinen kogakubu
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1952
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Proceedings of the Fujihara Memorial Faculty of Engineering Keio University
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5
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17
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1952
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27(1)
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31(5)
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| Abstract |
In connection with studies concerning the steric relation of thiothreonine-isomers with threonine-isomers which have been already established in steric constitutions, we prepared isomers of DL-α-amino-β-chlorobutyric acid and its derivatives. We chlorinated DL-allothreonine methyl ester hydrochloride with phosphorus pentachloride in absolute methanol and obtained DL-α-amino-β-chlorobutyric acid hydrochloride m. p. 189°C. (dec.) (IV) after hydrolysis. This chloroderivatives gives DL-α-benzamido-β-chlorobutyric acid m. p. 173-174°C. (V) and ethyl DL-α-benzamido-β-chlorobutyrate m. p. 99-100°C. (dec.) (VI). Starting with DL-threonine we obtained corresponding diastereoisomers IV', V' and VI' which melted at 196-197°C. (dec.), 142-143°C. and 84.5-86.5°C. respectively. Thiol derivatives will be described in the next report.
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| Departmental Bulletin Paper
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