Enantiomers of 2-tetrahydrofuran derivatives intermediates therefor and their preparation

The compound of formula I and its enantiomer with the (S) configuration can be prepared by appropriate substitution, protection and/or deprotection from the compound of formula II which itself can be prepared by enantiospecific monohydrolysis of 2,2-bis(hydroxymethyl)tetrahydrofuran dibutyrate. They...

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Bibliographische Detailangaben
Hauptverfasser:	HEINRICH ESTERMANN, PRASAD KOTESWARA KAPA, WILLIAM JOSEPH HOULIHAN, RUSSELL LEE UNDERWOOD
Format:	Patent
Sprache:	eng
Schlagworte:	ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
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Beschreibung
Zusammenfassung:	The compound of formula I and its enantiomer with the (S) configuration can be prepared by appropriate substitution, protection and/or deprotection from the compound of formula II which itself can be prepared by enantiospecific monohydrolysis of 2,2-bis(hydroxymethyl)tetrahydrofuran dibutyrate. They have unusual pharmacological activity: the compound of formula I has activity in treating multiple sclerosis and its enantiomer in treating tumors. The compound of formula II and its protected forms are useful intermediates for preparing further optically pure pharmacologically active compounds having an asymmetrically substituted carbon atom adjacent to the oxygen atom in a tetrahydrofuran ring.