GB2010833A - Homoeburnamine preparation - Google Patents

Homoeburnamine preparation

Info

Publication number
GB2010833A
GB2010833A GB7845967A GB7845967A GB2010833A GB 2010833 A GB2010833 A GB 2010833A GB 7845967 A GB7845967 A GB 7845967A GB 7845967 A GB7845967 A GB 7845967A GB 2010833 A GB2010833 A GB 2010833A
Authority
GB
United Kingdom
Prior art keywords
homoeburnamine
preparation
isomers
salt
reducing
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB7845967A
Other versions
GB2010833B (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ipsen Pharma SAS
Original Assignee
Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS filed Critical Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS
Priority to GB7845967A priority Critical patent/GB2010833B/en
Publication of GB2010833A publication Critical patent/GB2010833A/en
Application granted granted Critical
Publication of GB2010833B publication Critical patent/GB2010833B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed systems contains four or more hetero rings

Abstract

(+) or (-) isomers of homoeburnamine are prepared by reacting a 1-ethyl- 2,3,4,6,7-hexahydro-indolo-(2,3-a)- quinolizinium salt with acrolein to provide an intermediate 3,4-dehydro- homoeburnamine salt, and reducing the intermediate to the appropriate homoeburnamine. The resulting isomer is dependent on the reducing agent used. The products are useful as intermediates in the synthesis of (+/-) vincamine and of its isomers.
GB7845967A 1977-11-25 1978-11-24 Homoerburnamine preparation Expired GB2010833B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB7845967A GB2010833B (en) 1977-11-25 1978-11-24 Homoerburnamine preparation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB4920077 1977-11-25
GB7845967A GB2010833B (en) 1977-11-25 1978-11-24 Homoerburnamine preparation

Publications (2)

Publication Number Publication Date
GB2010833A true GB2010833A (en) 1979-07-04
GB2010833B GB2010833B (en) 1982-04-15

Family

ID=26266425

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7845967A Expired GB2010833B (en) 1977-11-25 1978-11-24 Homoerburnamine preparation

Country Status (1)

Country Link
GB (1) GB2010833B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4285950A (en) * 1979-08-13 1981-08-25 Richter Gedeon Vegyeszeti Gyar Rt 10-halo-E-homoeburnane derivatives, a process for the preparation thereof, a process for the use thereof as vasodilators, and vasodilating compositions thereof
US4285865A (en) * 1979-08-06 1981-08-25 Richter Gedeon Vegyeszeti Gyar Rt Process for the preparation of halogenated 15-hydroxy-E-homoeburnane compounds
FR2492380A1 (en) * 1980-10-17 1982-04-23 Richter Gedeon Vegyeszet Optical antipodes of 14-oxo-E-homo-eburnane derivs. - useful as intermediates for cerebral vasodilators and their multistage prepn. from n-halo-pentanoyl-tryptophan derivs.
EP0050492A1 (en) * 1980-10-17 1982-04-28 Richter Gedeon Vegyeszeti Gyar R.T. 1,1-Disubstituted-hexahydro-indolo(2,3-a)quinolizine derivatives and their use in the enantioselective synthesis of optically active 14-oxo-E-homo-eburnane derivatives

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109642048A (en) * 2016-08-30 2019-04-16 陶氏环球技术有限责任公司 Reduce the method for acrolein concentrations

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4285865A (en) * 1979-08-06 1981-08-25 Richter Gedeon Vegyeszeti Gyar Rt Process for the preparation of halogenated 15-hydroxy-E-homoeburnane compounds
US4285950A (en) * 1979-08-13 1981-08-25 Richter Gedeon Vegyeszeti Gyar Rt 10-halo-E-homoeburnane derivatives, a process for the preparation thereof, a process for the use thereof as vasodilators, and vasodilating compositions thereof
US4399069A (en) * 1980-10-12 1983-08-16 Richter Gedeon Vegyeszeti Gyar Rt. Process for an enantioselective synthesis of optically active 14-oxo-E-homo-eburnane derivatives
FR2492380A1 (en) * 1980-10-17 1982-04-23 Richter Gedeon Vegyeszet Optical antipodes of 14-oxo-E-homo-eburnane derivs. - useful as intermediates for cerebral vasodilators and their multistage prepn. from n-halo-pentanoyl-tryptophan derivs.
EP0050492A1 (en) * 1980-10-17 1982-04-28 Richter Gedeon Vegyeszeti Gyar R.T. 1,1-Disubstituted-hexahydro-indolo(2,3-a)quinolizine derivatives and their use in the enantioselective synthesis of optically active 14-oxo-E-homo-eburnane derivatives

Also Published As

Publication number Publication date
GB2010833B (en) 1982-04-15

Similar Documents

Publication Publication Date Title
AU506321B2 (en) Preparation of oxygenated two carbon compounds
AU512934B2 (en) Unsaturated derivatives of 7-acylamido-3-cephem 4-carboxyclic acid
AU5300979A (en) Derivatives obtained by condensing 6-(5-cholesten-3beta- yloxy) hexyl compound with hexoses
AU523420B2 (en) Prostacyclin derivatives
AU529412B2 (en) Derivatives of ethylene diamine
SE8206619D0 (en) INTERMEDIATES FOR PREPARATION OF PYRIMIDO (6,1-A) -ISOKINOLIN-4-ON DERIVATIVES
IL50407A (en) Preparation of 2,2-dimethyl-3-dihalovinyl-cyclopropane-carboxylic acid derivatives and novel 2,2-dimethyl-3-(dihalo-alpha-hydroxyethyl)cyclopropanecarboxylic acid derivatives as intermediates therefor
JPS52136161A (en) Novel prostaglandin derivative* its preparation and its use
IE780671L (en) Improvements in relation to prostane derivatives
GB2010833A (en) Homoeburnamine preparation
AU4820679A (en) Derivatives of 1,3,5-triazacycloheptane-2,4-dione
AU534841B2 (en) Acetylene derivatives of androst-4-ene
AU524232B2 (en) Acetylene derivatives of androst-4-ene
GB2009148A (en) 5,6-dihydro analohues of prostaglandin
EP0148366A3 (en) 4,5-difluorophthaloyl fluoride and its preparation
IE40364B1 (en) New phenothiazine derivatives
AU527238B2 (en) Prostaglandin derivatives
GB1515614A (en) Preparation of m-benzoylhydratropic acid and an intermediate therefor
AU525259B2 (en) Preparation of olefins with fu-1 zeolite
JPS5424862A (en) Norbornane and norbornene derivatives
AU2018876A (en) Prostaglandin intermediates
AU515571B2 (en) Preparation of cyclo-1,3,2-oxazaphosphoryl derivatives
IE802046L (en) 10-bromosandwicine and its isomer
AU526475B2 (en) Fluorine-containing prostaglandin derivatives
AU525210B2 (en) Derivatives of dimeric isoengenol

Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee