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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Hauptverfasser: HEINRICH ESTERMANN, WILLIAM JOSEPH HOULIHAN, PRASAD KOTESWARA KAPA, RUSSELL LEE UNDERWOOD
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creator HEINRICH ESTERMANN
WILLIAM JOSEPH HOULIHAN
PRASAD KOTESWARA KAPA
RUSSELL LEE UNDERWOOD
description 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.
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subjects 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
title Enantiomers of 2-tetrahydrofuran derivatives intermediates therefor and their preparation
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