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Phenyl 2,3-O-isopropyl-idene-1-thio-α-d-rhamnopyran-oside.

ABSTRACT: In the title compound, C(15)H(20)O(4)S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thio-phenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted (4)C(1) chair. The structure is stabilized by O-H⋯O hydrogen bonds, forming centrosymmetric dimers that generate an R(2) (2)(10) ring motif. Additional C-H⋯O inter-actions form an extended network. Two C atoms of the phenyl ring are disordered over two positions; the site occupancy factors are ca. 0.7 and 0.3.

SUBMITTER: Osman H

PROVIDER: S-EPMC2914986 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature

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Phenyl 2,3-O-isopropyl-idene-1-thio-α-d-rhamnopyran-oside.

Osman Hasnah H Larsen David S DS Hanton Lyall R LR Simpson Jim J

Acta crystallographica. Section E, Structure reports online 20071206 Pt 1

In the title compound, C(15)H(20)O(4)S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thio-phenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted (4)C(1) chair. The structure is stabilized by O-H⋯O hydrogen bonds, forming centrosymmetric dimers that generate an R(2) (2)(10) ring motif. Additional C-H⋯O inter-actions form an extended network. Two C atoms of the phenyl ring are disordered over t ...[more]

PMID: 21200806

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