98944-20-8Relevant articles and documents
D-Glucose based syntheses of β-hydroxy derivatives of l-glutamic acid, l-glutamine, l-proline and a dihydroxy pyrrolidine alkaloid
Kumar, K. S. Ajish,Chattopadhyay, Subrata
, p. 19455 - 19464 (2015/06/09)
The β-hydroxy derivatives of l-glutamic acid, l-glutamine and l-proline, useful for peptide/protein studies, were synthesized starting from d-glucose. The C2 carbon in d-glucose provided the carboxylic acid functionality, while the amino and β-hydroxy groups of the amino acids were amenable from the C3 and C4 hydroxy groups of the sugar, respectively. The key intermediate with appropriate carbon framework of the target molecules was constructed by homologation of a suitable azido-d-glucofuranose derivative using the Arndt-Eistert reaction. This journal is
Total synthesis of (+)-valyldetoxinine and (-)-detoxin D1
Li,Han,Joullie
, p. 785 - 802 (2007/10/02)
The detoxin complex, metabolites produced by Streptomyces caespitosus var. detoxicus 7072 GC1, is a selective antagonist of the antibiotic blasticidin S. Two approaches toward the total synthesis of (+)-valyldetoxinine and (-)-detoxin D1/
SYNTHESIS OF THE NECINE BASE PLATYNECINE FROM GLUCOSE
Fleet, George W.,Seijas, Julio A.,Vazquez-Tato, M. Pilar
, p. 525 - 530 (2007/10/02)
A synthesis of platynecine from an intermediate is described which has previously been used for the synthesis of the enantiomers of retronecine; the stereochemistry of the necine base is determined by the formation of a tricyclic amide intermediate.
