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2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone.

ABSTRACT: X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl-idene-d-xylono-1,4-lactone with diphenyl-diazo-methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two mol-ecules present in the asymmetric unit (Z' = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations.

SUBMITTER: Jenkinson SF 

PROVIDER: S-EPMC2961596 | biostudies-literature | 2008 May

REPOSITORIES: biostudies-literature

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2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone.

Jenkinson Sarah F SF   Rule Sebastian D SD   Booth Kathrine V KV   Fleet George W J GW   Watkin David J DJ   Petursson Sigthor S  

Acta crystallographica. Section E, Structure reports online 20080507 Pt 6

X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl-idene-d-xylono-1,4-lactone with diphenyl-diazo-methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two mol-ecules present in the asymmetric unit (Z' = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations. ...[more]

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