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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Bibliographische Detailangaben
Hauptverfasser:	AMAMIYA SHIGEO, KOJIMA KOUICHI
Format:	Patent
Sprache:	eng
Schlagworte:	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
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Beschreibung
Zusammenfassung:	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.