1.1: sodium methylate / tetrahydrofuran; methanol / 20 °C 1.2: ion-exchange resin / 0.5 h 2.1: Pearlman's catalist; hydrogen / tetrahydrofuran; ethanol / 12 h View Scheme

1.1: tri[2-(2-methoxyethoxy)ethyl]amine; potassium carbonate / dichloromethane; water / 24 h / Inert atmosphere 2.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C 3.1: sodium methylate / tetrahydrofuran; methanol / 20 °C 3.2: ion-exchange resin / 0.5 h 4.1: Pearlman's catalist; hydrogen / tetrahydrofuran; ethanol / 12 h View Scheme

water Acidic conditions;

Acid hydrolysis;

phosphate buffer; β-glucosidase from rat small intestinal mucosa of jejunum; phenyl-methyl-sulfonyl fluoride; 2-hydroxyethanethiol in water T=37°C; 0.333333 h; rate of hydrolysis in mol/hr/mg protein; other proteins, time dependence; Product distribution;

Acid hydrolysis; Product distribution;

Acid hydrolysis; Product distribution;