Preparation of Protected α-Alkoxyglycines

Masao Kawai Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

Kouji Hosoda Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

Yoshimasa Omori Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

Keiichi Yamada Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

Shoko Hayakawa Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

Hatsuo Yamamura Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

Yasuo Butsugan Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, 466, Japan

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Abstract

N-Carbobenzoxy-α-alkoxyglycine esters were synthesized by H₂SO₄-catalyzed O-alkylation of N-carbobenzoxy-α-hydroxyglycine and also by base treatment of N-carbobenzoxy-N-chloroglycine methyl ester in the corresponding alcohol. Saponification of the protected α-alkoxyglycines gave free acids which can be used for the synthesis of α-alkoxyglycine residue-containing peptides.

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Preparation of Protected α-Alkoxyglycines

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Preparation of Protected α-Alkoxyglycines

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