FR2081593A1 - Vincamine process - Google Patents

Vincamine process

Info

Publication number
FR2081593A1
FR2081593A1 FR7011406A FR7011406A FR2081593A1 FR 2081593 A1 FR2081593 A1 FR 2081593A1 FR 7011406 A FR7011406 A FR 7011406A FR 7011406 A FR7011406 A FR 7011406A FR 2081593 A1 FR2081593 A1 FR 2081593A1
Authority
FR
France
Prior art keywords
give
oxo
treated
vincamine
homoeburane
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
FR7011406A
Other languages
French (fr)
Other versions
FR2081593B1 (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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Priority to FR7011406A priority Critical patent/FR2081593A1/en
Priority to US00126929A priority patent/US3770724A/en
Priority to PL1971147087A priority patent/PL83152B1/en
Priority to IL36474A priority patent/IL36474A/en
Priority to CH422071A priority patent/CH546777A/en
Priority to HURO609A priority patent/HU163769B/hu
Priority to ZA712045A priority patent/ZA712045B/en
Priority to SU711633905A priority patent/SU505365A3/en
Priority to CA109157A priority patent/CA937570A/en
Priority to BE765006A priority patent/BE765006A/en
Priority to DK153171A priority patent/DK149345C/en
Priority to DE2115718A priority patent/DE2115718C3/en
Priority to ATA2739/71A priority patent/AT309699B/en
Priority to DE19712167043 priority patent/DE2167043A1/en
Priority to SE7405749A priority patent/SE390414B/en
Priority to SE7104214A priority patent/SE386179B/en
Priority to JP46018828A priority patent/JPS5144960B1/ja
Priority to ES389716A priority patent/ES389716A1/en
Priority to NL7104275.A priority patent/NL158497B/en
Priority to DE2167044A priority patent/DE2167044C2/en
Priority to GB2578671*A priority patent/GB1351262A/en
Priority to GB2578671*A priority patent/GB1351261A/en
Priority to GB2578671*A priority patent/GB1351263A/en
Publication of FR2081593A1 publication Critical patent/FR2081593A1/en
Priority to CA153,612A priority patent/CA979452A/en
Application granted granted Critical
Publication of FR2081593B1 publication Critical patent/FR2081593B1/fr
Priority to DK633373A priority patent/DK136475B/en
Priority to JP50123333A priority patent/JPS5227160B2/ja
Priority to JP12333275A priority patent/JPS5337360B2/ja
Priority to IT8048032A priority patent/IT8048032A0/en
Granted 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
    • C07D471/12—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 system contains three hetero rings
    • C07D471/14—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A cpd. (II) is treated with a strong base to give a 14-oxo-E-homoeburane, nitrosated to give a 14-oxo-hydroxyimino E-homoebenane, treated with an aldehyde a ketone to give the 14, 15-di-oxo-E-homoeburane then treated with NaOMe to give a vincamine (I). The last stage may be divided into two steps (1) hydrolysis with an acid or base to give the corresp. free acid then (2) methylation to give the ester. The intermediates also form part of the invention.
FR7011406A 1970-03-31 1970-03-31 Vincamine process Granted FR2081593A1 (en)

Priority Applications (28)

Application Number Priority Date Filing Date Title
FR7011406A FR2081593A1 (en) 1970-03-31 1970-03-31 Vincamine process
US00126929A US3770724A (en) 1970-03-31 1971-03-22 Process for preparing pentacyclic alkaloids
PL1971147087A PL83152B1 (en) 1970-03-31 1971-03-23 Process for preparing pentacyclic alkaloids[us3770724a]
IL36474A IL36474A (en) 1970-03-31 1971-03-23 Process for preparing pentacyclic alkaloids of the eburnamonine-vincamine series and novel e-homoeburnanes
CH422071A CH546777A (en) 1970-03-31 1971-03-23 PROCESS FOR PREPARING PENTACYCLIC ALKALOIDS.
HURO609A HU163769B (en) 1970-03-31 1971-03-25
SU711633905A SU505365A3 (en) 1970-03-31 1971-03-30 Method for producing picyclic alkaloids
CA109157A CA937570A (en) 1970-03-31 1971-03-30 Procede de preparation de la vincamine racemique ou optiquement active
BE765006A BE765006A (en) 1970-03-31 1971-03-30 PROCESS FOR PREPARING PENTACYCLIC ALKALOIDS
ZA712045A ZA712045B (en) 1970-03-31 1971-03-30 Process for preparing pentacyclic alkaloids
SE7104214A SE386179B (en) 1970-03-31 1971-03-31 WAY TO PRODUCE WINE STOVES.
ATA2739/71A AT309699B (en) 1970-03-31 1971-03-31 PROCESS FOR PRODUCING PENTACYCLIC ALKALOIDS
DE19712167043 DE2167043A1 (en) 1970-03-31 1971-03-31 PROCESS FOR PREPARING OPTICALLY ACTIVE CIS-1,2,3,4,6,7,12,12B-OCTAHYDRO- 1-AETHYL-1-CARBOMETHOXYAETHYL-INDOLO SQUARE BRACKET TO 2,3-A SQUARE BRACKET TO QUINOLIZINE
SE7405749A SE390414B (en) 1970-03-31 1971-03-31 14,15-DIOXO-E-HOMO-EBURNANES AS AN INTERMEDIATE PRODUCTION OF VINKAMINE
DK153171A DK149345C (en) 1970-03-31 1971-03-31 METHOD FOR MANUFACTURING D, L-VINCAMIN OR D, L-ISOVINCAMIN OR THE OPTICAL ANTIPODES THEREOF
JP46018828A JPS5144960B1 (en) 1970-03-31 1971-03-31
ES389716A ES389716A1 (en) 1970-03-31 1971-03-31 Procedure for preparation of pentaciclic alkaloids. (Machine-translation by Google Translate, not legally binding)
NL7104275.A NL158497B (en) 1970-03-31 1971-03-31 PROCESS FOR THE PREPARATION OF VINCAMINE OR ISOVINCAMINE.
DE2167044A DE2167044C2 (en) 1970-03-31 1971-03-31 E-homo-eburnane derivatives
DE2115718A DE2115718C3 (en) 1970-03-31 1971-03-31 Process for the production of vincamine and isovincamine
GB2578671*A GB1351262A (en) 1970-03-31 1971-04-19 Quinolizine derivatives
GB2578671*A GB1351261A (en) 1970-03-31 1971-04-19 Preparation of vincamine alkaloids
GB2578671*A GB1351263A (en) 1970-03-31 1971-04-19 Eburnane derivatives
CA153,612A CA979452A (en) 1970-03-31 1972-10-10 E-homo-eburnanes
DK633373A DK136475B (en) 1970-03-31 1973-11-23 Dioxo compound for use as an intermediate for the preparation of vincamine and isovincamine, and a process for the preparation of this dioxo compound.
JP50123333A JPS5227160B2 (en) 1970-03-31 1975-10-15
JP12333275A JPS5337360B2 (en) 1970-03-31 1975-10-15
IT8048032A IT8048032A0 (en) 1970-03-31 1980-02-28 PROCEDURE FOR THE PRODUCTION OF PENTACYCLIC ALKALOIDS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7011406A FR2081593A1 (en) 1970-03-31 1970-03-31 Vincamine process

Publications (2)

Publication Number Publication Date
FR2081593A1 true FR2081593A1 (en) 1971-12-10
FR2081593B1 FR2081593B1 (en) 1973-08-10

Family

ID=9053128

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7011406A Granted FR2081593A1 (en) 1970-03-31 1970-03-31 Vincamine process

Country Status (3)

Country Link
ES (1) ES389716A1 (en)
FR (1) FR2081593A1 (en)
ZA (1) ZA712045B (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2206090A1 (en) * 1972-11-16 1974-06-07 Omnium Chimique Sa Homovincamone-contg. medicaments - with vasodilating, spasmolytic anti-arrhythmic and anti-ischaemic properties
DE2819886A1 (en) * 1977-05-06 1978-11-09 Roussel Uclaf PROCESS FOR THE MANUFACTURE OF PENTACYCLIC RACEMIC OR OPTICALLY ACTIVE PRODUCTS OF THE APOVINCAMIC ACID GROUP
FR2431496A1 (en) * 1978-07-12 1980-02-15 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF 10-BROMO-VINCAMINIC ACID ESTERS AND SIMILAR COMPOUNDS
FR2445328A1 (en) * 1978-07-12 1980-07-25 Richter Gedeon Vegyeszet DERIVATIVES OF 14-OXO-E-HOMO-EBURNANE, THEIR PREPARATION PROCESS AND THEIR USE AS MEDICAMENT
FR2446831A1 (en) * 1978-12-01 1980-08-14 Richter Gedeon Vegyeszet OXYIMINO-E-HOMO-EBURNANE DERIVATIVE, PROCESS FOR THE PREPARATION THEREOF AND ITS USE IN A PHARMACEUTICAL COMPOSITION FOR THE PREPARATION OF ESTER DERIVATIVES OF APOVINCAMINIC ACID
FR2470129A1 (en) * 1979-11-23 1981-05-29 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF APOVINCAMINIC ACID ESTERS DERIVATIVES
FR2472571A1 (en) * 1979-12-28 1981-07-03 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF HALOGENO-VINCAMINIC AND HALOGENO-APOVINCAMINIC ESTERS DERIVATIVES

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2206090A1 (en) * 1972-11-16 1974-06-07 Omnium Chimique Sa Homovincamone-contg. medicaments - with vasodilating, spasmolytic anti-arrhythmic and anti-ischaemic properties
DE2819886A1 (en) * 1977-05-06 1978-11-09 Roussel Uclaf PROCESS FOR THE MANUFACTURE OF PENTACYCLIC RACEMIC OR OPTICALLY ACTIVE PRODUCTS OF THE APOVINCAMIC ACID GROUP
FR2431496A1 (en) * 1978-07-12 1980-02-15 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF 10-BROMO-VINCAMINIC ACID ESTERS AND SIMILAR COMPOUNDS
FR2445328A1 (en) * 1978-07-12 1980-07-25 Richter Gedeon Vegyeszet DERIVATIVES OF 14-OXO-E-HOMO-EBURNANE, THEIR PREPARATION PROCESS AND THEIR USE AS MEDICAMENT
FR2445330A1 (en) * 1978-07-12 1980-07-25 Richter Gedeon Vegyeszet DERIVATIVES OF 11-BROMO-14,15-DIOXO-E-HOMO-EBURNANE, THEIR PREPARATION AND THEIR USE AS MEDICAMENTS
FR2445329A1 (en) * 1978-07-12 1980-07-25 Richter Gedeon Vegyeszet 11-BROMO-14-OXO-15-HYDROXY-IMINO-E-HOMO-EBURNANE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS MEDICAMENTS
FR2446831A1 (en) * 1978-12-01 1980-08-14 Richter Gedeon Vegyeszet OXYIMINO-E-HOMO-EBURNANE DERIVATIVE, PROCESS FOR THE PREPARATION THEREOF AND ITS USE IN A PHARMACEUTICAL COMPOSITION FOR THE PREPARATION OF ESTER DERIVATIVES OF APOVINCAMINIC ACID
FR2470129A1 (en) * 1979-11-23 1981-05-29 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF APOVINCAMINIC ACID ESTERS DERIVATIVES
FR2472571A1 (en) * 1979-12-28 1981-07-03 Richter Gedeon Vegyeszet PROCESS FOR THE PREPARATION OF HALOGENO-VINCAMINIC AND HALOGENO-APOVINCAMINIC ESTERS DERIVATIVES

Also Published As

Publication number Publication date
FR2081593B1 (en) 1973-08-10
ZA712045B (en) 1972-05-31
ES389716A1 (en) 1974-12-16

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