Synthesis, Crystal Structure, and Conformation of Methyl 5-Oacetyl-5-cyano-6-deoxy-2,3-O-isopropylidene-β-L-gulofuranoside

Molecules

Júlia Mičová¹  Bohumil Steiner¹  Miroslav Koóš¹  Ján Gajdoš¹  Vratislav Langer¹ 

[1] ¹Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-84238 Bratislava, Slovakia ²Department of Inorganic Environmental Chemistry, Chalmers University of Technology, SE-41296 Göteborg, Sweden ³Institute of Inorganic Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-84236 Bratislava, Slovakia

关键词: Saccharide cyanohydrins;    methyl 2;    3-O-isopropylidene-β-L-gulofuranoside;    Xray crystallography;    conformation;   

DOI  :  10.3390/70500437

来源: mdpi

【 摘 要 】

Methyl 5-O-acetyl-5-cyano-6-deoxy-2,3-O-isopropylidene-β-L-gulofuranoside was prepared in high yield from methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxopentodialdo-1,4-furanoside. The configuration at the C5 atom was unambiguosly established by single crystal X-ray analysis of the corresponding 5-O-acetyl derivative. The conformation of the furanose and 1,3-dioxolane rings is also discussed.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.