ES286240A1 - A procedure to prepare enantiomºric compounds of the dehydro-emetinic series (Machine-translation by Google Translate, not legally binding) - Google Patents

A procedure to prepare enantiomºric compounds of the dehydro-emetinic series (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES286240A1
ES286240A1 ES286240A ES286240A ES286240A1 ES 286240 A1 ES286240 A1 ES 286240A1 ES 286240 A ES286240 A ES 286240A ES 286240 A ES286240 A ES 286240A ES 286240 A1 ES286240 A1 ES 286240A1
Authority
ES
Spain
Prior art keywords
dehydro
alkyl
compounds
series
emetinic
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.)
Expired
Application number
ES286240A
Other languages
Spanish (es)
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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
Priority to CH338662A priority Critical patent/CH419138A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of ES286240A1 publication Critical patent/ES286240A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D455/00Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
    • C07D455/06Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D455/00Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
    • C07D455/06Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
    • C07D455/08Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems having an isoquinolyl-1, a substituted isoquinolyl-1 or an alkylenedioxyisoquinolyl-1 radical linked through only one carbon atom, attached in position 2, e.g. emetine

Abstract

A process for preparing enantiomeric compounds of the dehydro-emetinic series, by condensation of a 2-carbalkoxymethyl-3-alkyl-9,10-dimethoxy-1,4,6,7-tetrahydro-11bH-benzo [a] quinolizine, or of a 2-caxboxymethyl-3-alkyl-9,10-dimethoxy-1,4,6,7-tetrahydro-11bH-benzo [a] quinolizine obtained therefrom by hydrolysis, with homoveratrilamine, cyclization of the acid amide formed hydrogenation of the resulting 2-dehydro-0-methyl-psychotrine or its 3-alkyl homologs, characterized in that a (-) - 2-carbalkoxymethyl-3-alkyl-9,10-dimethoxy is used as the starting material -1,4,6,7-tetrahydro-11bH-benzo [a] quinolizine or a (-) -2-carboxymethyl-3-alkyl-9,10-dimethoxy-1,4,6,7-tetrahydro-11bH- benzo [a] quinolizine, separating the compounds of the (-) - iso series obtained after the hydrogenation and, if desired, converting them again to 2-dehydro-0-methyl-psychotrine or its homologues 3 -alkylicks. (Machine-translation by Google Translate, not legally binding)
ES286240A 1962-03-21 1963-03-20 A procedure to prepare enantiomºric compounds of the dehydro-emetinic series (Machine-translation by Google Translate, not legally binding) Expired ES286240A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CH338662A CH419138A (en) 1962-03-21 1962-03-21 Process for the preparation of enantiomeric compounds from the dehydroemetin series

Publications (1)

Publication Number Publication Date
ES286240A1 true ES286240A1 (en) 1963-11-16

Family

ID=4254829

Family Applications (1)

Application Number Title Priority Date Filing Date
ES286240A Expired ES286240A1 (en) 1962-03-21 1963-03-20 A procedure to prepare enantiomºric compounds of the dehydro-emetinic series (Machine-translation by Google Translate, not legally binding)

Country Status (10)

Country Link
BE (1) BE629898A (en)
BR (1) BR6347679D0 (en)
CH (1) CH419138A (en)
CY (1) CY376A (en)
DE (1) DE1445875A1 (en)
DK (2) DK123654B (en)
ES (1) ES286240A1 (en)
GB (4) GB1024904A (en)
MY (1) MY6700083A (en)
OA (1) OA00962A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4686226A (en) * 1985-09-03 1987-08-11 Merck & Co., Inc. Substituted benzo[b]furo- and benzo[b]thieno quinolizines

Also Published As

Publication number Publication date
GB1024901A (en) 1966-04-06
GB1024903A (en) 1966-04-06
CH419138A (en) 1966-08-31
DK123654B (en) 1972-07-17
DE1545946A1 (en) 1970-04-09
DE1445875A1 (en) 1969-04-10
BE629898A (en) 1963-10-21
BR6347679D0 (en) 1973-08-02
CY376A (en) 1967-03-01
DK107613C (en) 1967-06-19
OA00962A (en) 1968-08-07
GB1024904A (en) 1966-04-06
DE1545946B2 (en) 1975-06-19
MY6700083A (en) 1967-12-31
GB1024902A (en) 1966-04-06

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