Process Research and Development of l-Alanyl-l-glutamine, a Component of Parenteral Nutrition

Autor:	Shoichi Mizutaki, Toru Sugaya, Takahiro Sano, Kunimi Inoue, Masaji Kasai, and Yasuyuki Ono
Rok vydání:	2000
Předmět:	chemistry.chemical_compound Recrystallization (geology) Thionyl chloride Reaction temperature Parenteral nutrition Chemistry Component (thermodynamics) Process research Organic Chemistry Physical and Theoretical Chemistry Mass spectrometry L-alanyl-l-glutamine Medicinal chemistry
Zdroj:	Organic Process Research & Development. 4:147-152
ISSN:	1520-586X 1083-6160
Popis:	A large-scale manufacturing method of l-alanyl-l-glutamine used for a component of parenteral nutrition has been studied. The method consisted of a reaction of d-2-chloro- or d-2-bromopropionic acid with thionyl chloride and Schotten−Baumann reaction with l-glutamine followed by ammonolysis reaction. The intermediate d-2-chloropropionyl-l-glutamine was found to be more stable than its bromo analogue. In the ammonolysis reaction, the former intermediate needed a higher reaction temperature, but the by-products produced had little effect on the quality of the final product. The structures of the by-products were conjectured mainly by mass spectrometry and they were removed by anion resin treatment and recrystallization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::59ca196f588ac29d54f813ad0ad3e0c9 https://doi.org/10.1021/op990079w Zobrazit plný text záznamu