PRODUCTION OF OPTICALLY ACTIVE (6-4-IMIDAZOLYMETHYL)-3-SUBSTITUTED-2,5-PIPEAZINEDIONE

PRODUCTION OF OPTICALLY ACTIVE (6-4-IMIDAZOLYMETHYL)-3-SUBSTITUTED-2,5-PIPEAZINEDIONE

PURPOSE:To industrially and advantageously obtain the title compound useful as an antibiotic substance, plant growth retardant, etc., by protecting amino group of an optically active N-carboxyamino acid anhydride, reacting the protected compound with an optically active histidine ester, deprotecting...

Ausführliche Beschreibung

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Bibliographische Detailangaben
Hauptverfasser: CHINO KUNITAKE, OKAMURA HARUKI, WATANABE KIMITO
Format: Patent
Sprache:eng
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS
GENERAL METHODS OF ORGANIC CHEMISTRY
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 industrially and advantageously obtain the title compound useful as an antibiotic substance, plant growth retardant, etc., by protecting amino group of an optically active N-carboxyamino acid anhydride, reacting the protected compound with an optically active histidine ester, deprotecting and cyclizing the resultant product. CONSTITUTION:The amino group at the 3-position of an optically active N- carboxyamino acid anhydride expressed by formula I [R is 1-5C alkyl, phenyl or (substituted)benzyl] is protected with a protecting group (preferably 2- nitrophenylsulfenyl or 3-nitro-2-pyridinesulfenyl group) and the resultant compound is then reacted with an optically active histidine ester. The protecting group is subsequently eliminated and the deprotected compound is cyclized to afford the aimed compound expressed by formula II.