Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The γ-Phenacyl and γ-p-Nitrobenzyl Esters to Minimize Side Reactions during Treatment of Glutamyl Peptides with Hydrogen Fluoride-Anisole Mixture
鈴木 謙次遠藤 信義佐々木 有亮
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キーワード: zinc in 90% AcOH
ジャーナル フリー

1977 年 25 巻 10 号 p. 2613-2616

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抄録
For the synthesis of peptide containing glutamic acid residue (s) by solid phase peptide synthesis, γ-phenacyl or γ-nitrobenzyl ester group, which is stable to anhydrous hydrogen fluoride (HF), was used as γ-carboxyl protecting group of glutamic acid to minimize the side reactions. The protected peptide resins were treated with HF-anisole mixture followed by deprotection of the γ-carboxyl protecting group under mild conditions. This strategy gave a satisfactory result without detectable side reactions in the preparations of two model dipeptides, H-Ala-Glu-OH and H-Asn-Glu-OH, by solid phase peptide synthesis.
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© The Pharmaceutical Society of Japan
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