Synthesis of novel O-acylated-D-ribono-1,5-lactones and structural assignment supported by conventional NOESY-NMR and x-ray analysis

Journal of the Brazilian Chemical Society

Sá, Marcus M.¹  Silveira, Gustavo P.¹  Ellena, Javier¹  Universidade de São Paulo, São Carlos, Brazil¹  Caro, Miguel S. B.¹  Universidade Federal de Santa Catarina, Florianópolis, Brazil¹ 

关键词: O-acyl-D-ribono-1;    5-lactones;    D-ribono-1;    4-lactones;    structural elucidation;    sugar lactones;    acylation;   

DOI  :  10.1590/S0103-50532008000100004

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

A practical method for the structural assignment of 3,4-O-benzylidene-D-ribono-1,5-lactones and analogues using conventional NMR techniques and NOESY measurements in solution is described. 2-O-Acyl-3,4-O-benzylidene-D-ribono-1,5-lactones were prepared in good yields by acylation of ZinnerÂ’s lactone with acyl chlorides under mildly basic conditions. Structural determination of 2-O-(4-nitrobenzoyl)-3,4-O-benzylidene-D-ribono-1,5-lactone was achieved by single crystal x-ray diffraction, which supports the results based on spectroscopic data.

【 授权许可】

Unknown