Abo Bibliothek: Guest
Digitales Portal Digitale Bibliothek eBooks Zeitschriften Referenzen und Berichte Forschungssammlungen
Catalysis in Green Chemistry and Engineering

ISSN Druckformat: 2572-9896
ISSN Online: 2572-990X

Catalysis in Green Chemistry and Engineering

DOI: 10.1615/.2017021077
pages 27-42

SYNTHESIS OF HIGHLY PURE L-3-HYDROXY-γ-BUTYROLACTONE FROM L-MALIC ACID AND L-ALANINOL FROM ALANINE BY SELECTIVE HYDROGENATION OVER Pt-ReOX/C CATALYST

Bair S. Bal'zhinimaev
Boreskov Institute of Catalysis SB RAS, Prospect Akademika Lavrentieva, 5, 630090 Novosibirsk, Russia
Alexey P. Suknev
Boreskov Institute of Catalysis SB RAS, Prospect Akademika Lavrentieva, 5, 630090 Novosibirsk, Russia
Eugene A. Paukshtis
Boreskov Institute of Catalysis SB RAS, Prospect Akademika Lavrentieva, 5, 630090 Novosibirsk, Russia
Irina S. Batueva
Buryat State University, Smolina St. 24a, 670000 Ulan-Ude, Russia

ABSTRAKT

Selective hydrogenation of L-malic acid and L-alanine aqueous solutions, respectively, to L-3-hydroxy-γ-butyrolactone and L-alaninol on a highly dispersed Pt-ReOx/C catalyst was studied under mild conditions (T = 75°C-110°C). In the low-temperature region, where racemization proceeds by two to three orders of magnitude more slowly than that of hydrogenation, we obtained a chemically (lactone yield > 98%) and optically pure cyclic ester with an enantiomeric excess ee > 99%. In an acid medium (pH < 3.5), L-alanine is in the active state, whereas the carboxyl group is nondissociated and the amine group is protonated. In the region of 3.5 < pH < 7, the structure of the amino acid corresponds to a zwitterion that is characterized by the presence of inactive carboxylate anions. As is the case of malic acid, the appropriate temperature, pH, catalyst loading, and concentration of the acid were found to produce L-alaninol with a yield of 99% and ee > 99%.


Articles with similar content:

Productivity and Nutritional Content of Culinary-Medicinal Oyster Mushroom Pleurotus ostreatus (Jacq.: Fr.) P. Kumm. (Agaricomycetideae) Fruit Bodies Cultivated on Substrates Containing Solid Waste from Anaerobic Digested Poultry Litter
International Journal of Medicinal Mushrooms, Vol.11, 2009, issue 2
Nona A. Mikiashvili, Omoanghe S. Isikhuemhen
Evaluation and Characterization of Nutritive Properties of the Jelly Ear Culinary-Medicinal Mushroom Auricularia auricula-judae (Agaricomycetes) from Nigeria
International Journal of Medicinal Mushrooms, Vol.19, 2017, issue 2
Reginald Chibueze Ohiri, Essien Eka Bassey
Lectin Activity of Species of Genus Cerrena S.F. Gray (Aphyllophoromycetideae) in Submerged Fermentation of Lignocellulosic Materials
International Journal of Medicinal Mushrooms, Vol.13, 2011, issue 2
Elene Davitashvili, Ekaterine Kapanadze, Eva Kachlishvili, Vladimir I. Elisashvili
Nutritional Composition of Three Domesticated Culinary-Medicinal Mushrooms: Oudemansiella sudmusida, Lentinus squarrosulus, and Tremella aurantialba
International Journal of Medicinal Mushrooms, Vol.17, 2015, issue 1
Hui Cao, Yan Yang, Jing-Song Zhang, Chuan-hua Li, Shuai Zhou, Zhong Zhang, Qing-jiu Tang Tang
Purification and Characterization of a Novel Serine Protease from the Fruiting Bodies of a Rare Edible Medicinal Mushroom, Lyophyllum shimeji (Agaricomycetes)
International Journal of Medicinal Mushrooms, Vol.18, 2016, issue 6
Liyan Zhao, Xueran Geng, Hexiang Wang, Rigen Te, Yongchang Zhao, Guoting Tian, Tzi Bun Ng