PREPARATION OF SYNTHETIC INTERMEDIATE OF METHANOCYCLINE

PURPOSE:To prepare the titled substance useful as a synthetic intermediate of pharmaceuticals, in high yield, by protecting the hydroxyl group of a specific compound, e.g. (1S, 2R, 3R, 5R)-2-carboxy-3-hydroxy-7,7-ethylenedioxy-bicyclo [3,3,0]octane, and reducing the protected compound. CONSTITUTION:...

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Hauptverfasser: AMAMIYA SHIGEO, KOJIMA KOUICHI
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creator AMAMIYA SHIGEO
KOJIMA KOUICHI
description PURPOSE:To prepare the titled substance useful as a synthetic intermediate of pharmaceuticals, in high yield, by protecting the hydroxyl group of a specific compound, e.g. (1S, 2R, 3R, 5R)-2-carboxy-3-hydroxy-7,7-ethylenedioxy-bicyclo [3,3,0]octane, and reducing the protected compound. CONSTITUTION:The compound of formula I (Z is protecting group of carbonyl group), e.g. (1S,2R,3R,5R)-2-carboxy-3-hydroxy-7,7-ethylenedioxy-bicyclo[3,3,0] octane, is made to react with excessive reagent for forming a protective group of the hydroxyl group in the presence of a solvent. The resultant compound of formula II (R is OH-protecting group; R is same as R or H) is made to react with a reducing agent such as lithium aluminum hydride in the presence of a solvent at about room temperature to obtain the compound of formula III which is useful as a synthetic intermediate of methanocycline derivative having strong blood platelet coagulation inhibiting action.
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS
GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC
GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE
title PREPARATION OF SYNTHETIC INTERMEDIATE OF METHANOCYCLINE
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