PRODUCTION OF TETRAHYDROFURFURYL CARBAMATE DERIVATIVE

PROBLEM TO BE SOLVED: To simply obtain a tetrahydrofurfuryl carbamate derivative which is useful as a preventive and therapeutic agent for AIDS (acquired immunodeficiency syndrome) by acid-treating a specific tetrahydrofurfuryl carbamate derivative to effect selective removal of an acetyl group. SOL...

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Hauptverfasser: YANAGI TAKASHI, TAKEUCHI HIDEKI, KAMIJO TETSUKIYO, YAMAGUCHI TOSHIAKI, TSUCHIYA IKUO
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creator YANAGI TAKASHI
TAKEUCHI HIDEKI
KAMIJO TETSUKIYO
YAMAGUCHI TOSHIAKI
TSUCHIYA IKUO
description PROBLEM TO BE SOLVED: To simply obtain a tetrahydrofurfuryl carbamate derivative which is useful as a preventive and therapeutic agent for AIDS (acquired immunodeficiency syndrome) by acid-treating a specific tetrahydrofurfuryl carbamate derivative to effect selective removal of an acetyl group. SOLUTION: A tetrahydrofurfuryl carbamate derivative of formula I (the configuration of each C atom marked with (R) is R configuration, while (S) means S configuration) is treated with an acid (for example, a mineral acid such as hydrochloric acid or sulfuric acid, a solution of hydrogen chloride in an alcohol, preferably hydrochloric acid) at 0-120 deg.C, preferably at 20-80 deg.C, for 1-8 hours to give the derivative of formula II. The compound of formula I is obtained by reaction of a corresponding phenylbutanol derivative with 4- acetamidebenzenesulfonic acid or its reactive functional derivative.
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SOLUTION: A tetrahydrofurfuryl carbamate derivative of formula I (the configuration of each C atom marked with (R) is R configuration, while (S) means S configuration) is treated with an acid (for example, a mineral acid such as hydrochloric acid or sulfuric acid, a solution of hydrogen chloride in an alcohol, preferably hydrochloric acid) at 0-120 deg.C, preferably at 20-80 deg.C, for 1-8 hours to give the derivative of formula II. 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SOLUTION: A tetrahydrofurfuryl carbamate derivative of formula I (the configuration of each C atom marked with (R) is R configuration, while (S) means S configuration) is treated with an acid (for example, a mineral acid such as hydrochloric acid or sulfuric acid, a solution of hydrogen chloride in an alcohol, preferably hydrochloric acid) at 0-120 deg.C, preferably at 20-80 deg.C, for 1-8 hours to give the derivative of formula II. The compound of formula I is obtained by reaction of a corresponding phenylbutanol derivative with 4- acetamidebenzenesulfonic acid or its reactive functional derivative.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record>
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subjects BEER
BIOCHEMISTRY
CHEMISTRY
COMPOSITIONS THEREOF
CULTURE MEDIA
ENZYMOLOGY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
MICROBIOLOGY
MICROORGANISMS OR ENZYMES
MUTATION OR GENETIC ENGINEERING
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
PROPAGATING, PRESERVING OR MAINTAINING MICROORGANISMS
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
SPIRITS
VINEGAR
WINE
title PRODUCTION OF TETRAHYDROFURFURYL CARBAMATE DERIVATIVE
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