PROSTAGLANDIN INTERMEDIATE AND ITS PRODUCTION

PROSTAGLANDIN INTERMEDIATE AND ITS PRODUCTION

PROBLEM TO BE SOLVED: To obtain a new 2-oxa-bicyclo[3,3,0]octan-3-one derivative useful as an intermediate for synthesizing prostaglandins of high optical purity, by reaction of a specific cyclopentanol derivative with a condensation agent. SOLUTION: The objective compound of formula II e.g. (1S,5R,...

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Hauptverfasser: NOIDE MANABU, INOUE TAKEHISA
Format: Patent
Sprache:eng
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ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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creator NOIDE MANABU
INOUE TAKEHISA
description PROBLEM TO BE SOLVED: To obtain a new 2-oxa-bicyclo[3,3,0]octan-3-one derivative useful as an intermediate for synthesizing prostaglandins of high optical purity, by reaction of a specific cyclopentanol derivative with a condensation agent. SOLUTION: The objective compound of formula II e.g. (1S,5R,6R,7R)-(-)-2- oxa-6-(methoxycarbonyl-7-acetoxybicyclo[3,3,0]octan-3-one} is obtained by reaction of (A) a compound of formula I (R and R are each a 1-6C alkyl) [e.g. (1R,2R,3R,4R)-2-(methoxycarbonylmethyl)-3-(methoxycarbonyl)-4- acetoxycyclopentanol] with (B) a condensation agent in an organic solvent such as benzene at 10-180 deg.C (esp. 70-90 deg.C).
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SOLUTION: The objective compound of formula II e.g. (1S,5R,6R,7R)-(-)-2- oxa-6-(methoxycarbonyl-7-acetoxybicyclo[3,3,0]octan-3-one} is obtained by reaction of (A) a compound of formula I (R and R are each a 1-6C alkyl) [e.g. (1R,2R,3R,4R)-2-(methoxycarbonylmethyl)-3-(methoxycarbonyl)-4- acetoxycyclopentanol] with (B) a condensation agent in an organic solvent such as benzene at 10-180 deg.C (esp. 70-90 deg.C).</description><edition>6</edition><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1997</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19970218&amp;DB=EPODOC&amp;CC=JP&amp;NR=H0948773A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76290</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19970218&amp;DB=EPODOC&amp;CC=JP&amp;NR=H0948773A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>NOIDE MANABU</creatorcontrib><creatorcontrib>INOUE TAKEHISA</creatorcontrib><title>PROSTAGLANDIN INTERMEDIATE AND ITS PRODUCTION</title><description>PROBLEM TO BE SOLVED: To obtain a new 2-oxa-bicyclo[3,3,0]octan-3-one derivative useful as an intermediate for synthesizing prostaglandins of high optical purity, by reaction of a specific cyclopentanol derivative with a condensation agent. 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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
title PROSTAGLANDIN INTERMEDIATE AND ITS PRODUCTION
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