1986年1月1日
Studies on Peptides. CXXXII. Evaluation of Two /1-Carboxyl Protecting Groups of Aspartic Acid, Cycloheptyl and Cyclooctyl, for Peptide Synthesis
Chemical and Pharmaceutical Bulletin
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- 巻
- 34
- 号
- 2
- 開始ページ
- 864
- 終了ページ
- 868
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1248/cpb.34.864
The properties of two aspartic acid β-esters (Asp(OR), R = cycloheptyl (Chp) and cyclooctyl (Coc)) were examined. These two protecting groups were found to be stable to trifluoroacetic acid (0°C, 2h), but were cleaved by HF or 1 M Trifluoromethanesulfonic acid-thioanisole in trifluoro-acetic acid (0°C, 60 min). Using a model peptide, Z(OMe)-Ala-Asp(OR)-Gly-OBzl, the behavior of the Asp(OR) residue with base or acid was examined. These esters were less susceptible to succinimide formation than the Bzl group in Et 3 N treatment. In acid deprotection, succinimide formation from these peptides was less than 7% in both cases. © 1986, The Pharmaceutical Society of Japan. All rights reserved.
- リンク情報
- ID情報
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- DOI : 10.1248/cpb.34.864
- ISSN : 0009-2363
- J-Global ID : 200902099512332070
- SCOPUS ID : 0022600858