Cleavage of 4,6-O-Benzylidene Acetal Using Sodium Hydrogen Sulfate Monohydrate

Kyosuke Michigami; Manami Terauchi; Masahiko Hayashi

doi:10.1055/s-0033-1338469

Synthesis, Table of Contents

Synthesis 2013; 45(11): 1519-1523
DOI: 10.1055/s-0033-1338469

paper

Cleavage of 4,6-O-Benzylidene Acetal Using Sodium Hydrogen Sulfate Monohydrate

Kyosuke Michigami

Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan Fax: +81(78)8035688 Email: mhayashi@kobe-u.ac.jp

,

Manami Terauchi

Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan Fax: +81(78)8035688 Email: mhayashi@kobe-u.ac.jp

,

Masahiko Hayashi*

Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan Fax: +81(78)8035688 Email: mhayashi@kobe-u.ac.jp

› Author Affiliations

Abstract

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Abstract

The use of protecting groups is an important protocol in carbohydrate synthesis. Among protecting groups, benzylidene acetals are generally more stable than other acetals; therefore, strong conditions are often required for deprotection. We report the deprotection of 4,6-O-benzylidene derivatives using sodium hydrogen sulfate monohydrate under mild conditions.

Key words

protecting group - benzylidene acetal - cleavage - sodium hydrogen sulfate monohydrate

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References

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