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(1S)-1,2-O-Benzyl-idene-?-d-glucurono-6,3-lactone.

ABSTRACT: X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzyl-idene-?-d-glucurono-6,3-lactone, C(13)H(12)O(6), rather than the R epimer. The crystal structure exists as O-H?O hydrogen-bonded chains of mol-ecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material.

SUBMITTER: Jenkinson SF

PROVIDER: S-EPMC2968165 | biostudies-literature | 2009 Jan

REPOSITORIES: biostudies-literature

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(1S)-1,2-O-Benzyl-idene-α-d-glucurono-6,3-lactone.

Jenkinson Sarah F SF Best Daniel D Weymouth-Wilson Alexander C AC Clarkson Robert A RA Fleet George W J GW Watkin David J DJ

Acta crystallographica. Section E, Structure reports online 20090131 Pt 2

X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzyl-idene-α-d-glucurono-6,3-lactone, C(13)H(12)O(6), rather than the R epimer. The crystal structure exists as O-H⋯O hydrogen-bonded chains of mol-ecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material. ...[more]

PMID: 21582005

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