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Synthesis of Highly Pure L-3-Hydroxy-Gamma-Butyrolactone from L-Malic Acid and L-Alaninol from L-Alanine by Selective Hydrogenation over Pt-ReOx/C Catalyst Научная публикация

Журнал Catalysis in Green Chemistry and Engineering
ISSN: 2572-9896 , E-ISSN: 2572-990X
Вых. Данные Год: 2018, Том: 1, Номер: 1, Страницы: 27-42 Страниц : 16 DOI: 10.1615/.2017021077
Ключевые слова L-malic acid, alanine, L-3-hydroxy-gamma-butyrolactone, L-alaninol, hydrogenation, chirality, racemization, Pt-ReOx catalyst
Авторы Balzhinimaev Bair 1 , Suknev Alexey 1 , Paukshtis Eugene 1 , Batueva Irina 2
Организации
1 Boreskov Institute of Catalysis
2 Buryat State University

Информация о финансировании (1)

1 Федеральное агентство научных организаций России 0303-2016-0006 (V.44.1.6)

Реферат: 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/С catalyst was studied under mild conditions (T=75-110 C). In the low-temperature region, where racemization proceeds by 2-3 orders of magnitude slower than hydrogenation, not only chemically (the lactone yield above 98%) but also optically pure cyclic ester with the enantiomeric excess above 99% can be obtained. In an acid medium (pH < 3.5) L-alanine is in the active state, where carboxyl group is non-dissociated and amine group is protonated. In the region of 3.5 < pH < 7, the structure of amino acid corresponds to Zwitter ion, which is characterized by the presence of inactive carboxylate anions. As in the case of malic acid, the appropriate temperature, pH, catalyst loading and concentration of the acid were found to produce L-alaninol with the yield of 99% and enantiomeric excess above 99%.
Библиографическая ссылка: Balzhinimaev B. , Suknev A. , Paukshtis E. , Batueva I.
Synthesis of Highly Pure L-3-Hydroxy-Gamma-Butyrolactone from L-Malic Acid and L-Alaninol from L-Alanine by Selective Hydrogenation over Pt-ReOx/C Catalyst
Catalysis in Green Chemistry and Engineering. 2018. V.1. N1. P.27-42. DOI: 10.1615/.2017021077 РИНЦ CAPlus OpenAlex
Даты:
Поступила в редакцию: 27 июн. 2017 г.
Принята к публикации: 14 янв. 2018 г.
Идентификаторы БД:
РИНЦ: 36788505
Chemical Abstracts: 2020:2039987
OpenAlex: W2804485459
Цитирование в БД:
БД Цитирований
РИНЦ 2
OpenAlex 2
Альметрики: