Helvetica Chimica Acta p. 495 - 503 (1982)
Update date:2022-08-16
Topics:
Seebach, Dieter
Zueger, Max
On the Depolimerization of Poly-(R)-3-hydroxy-butanoate (PHB): From cell-free PHB or from dried cells of Alcaligens eutrophus H 16, which had been grown in an aqueous fructose solution, enantiomerically pure methyl, ethyl, butyl or β-methoxyethyl (R)-3-hydroxy-butanoates are obtained in yields ranging from 75-90percent (0.1 to 70 g scale).The depolimerization is achieved by heating the PHB-containing materials to temperatures of 80-100 deg C in the corresponding alcohol with or without the cosolvent dichloroethane in the presence of either sulfuric acid or tetraethoxytitanium catalyst.Since (S)-3-hydroxy-butanoates are also readily obtained (by yeast reduction of aceto-acetates), starting materials derived from 3-hydroxy-butyric acid now belong to the especially useful group of synthetic building blocks which are available in both enantiomeric forms.
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