ES483635A1 - Un procedimiento para preparar vincadiformina - Google Patents

Un procedimiento para preparar vincadiformina

Info

Publication number
ES483635A1
ES483635A1 ES483635A ES483635A ES483635A1 ES 483635 A1 ES483635 A1 ES 483635A1 ES 483635 A ES483635 A ES 483635A ES 483635 A ES483635 A ES 483635A ES 483635 A1 ES483635 A1 ES 483635A1
Authority
ES
Spain
Prior art keywords
compound
preparation
dialkyl
vincadifformine
hexahydroazepino
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
ES483635A
Other languages
English (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.)
Omnium Chimique SA
Original Assignee
Omnium Chimique 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 Omnium Chimique SA filed Critical Omnium Chimique SA
Publication of ES483635A1 publication Critical patent/ES483635A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/30—Oxygen atoms, e.g. delta-lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C391/00—Compounds containing selenium
    • C07C391/02—Compounds containing selenium having selenium atoms bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/313—Compounds having groups containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/315—Compounds having groups containing oxygen atoms singly bound to carbon atoms not being acetal carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/41—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/14—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
    • 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
    • C07D471/02—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 two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

Un procedimiento para la preparación de vincadiformina o un compuesto relacionado, de fórmula-01 (I): **(Fórmula-01)** donde R1 y R2 son hidrógeno, hidroxi, aciloxi, carbamato, alcoxi, alquilo o halógeno o una combinación de estos sustituyentes; R3, R4 y R6 son iguales o diferentes y son hidrógeno o alquilo de 1 a 7 átomos de carbono; A representa una cadena alquílica de 1 a 5 átomos de carbono que puede estar sustituída con uno o más grupos alquilo, hidroxi o hidroxialquilo de 1 a 7 átomos de carbono; cuyo procedimiento comprende hacer reaccionar un 1,2,3,4,5,6- hexahidroazepino(4,5-b)indol-5,5-dicarboxilato de dialquilo de fórmula-02 (VI): **(Fórmula-02)** donde R1, R2 y R4 son los definidos anteriormente y R''4 es el definido para R4 y R6 es H o alquilo inferior; (que, opcionalmente puede proceder de la transformacion química de una N-benciltetrahidro-carboolina de fórmula-03 (III): **(Fórmula-03)** donde 0 representa fenilo), con un aldehido funcionalizado, ramificado o no de 3 a 14 átomos de carbono.
ES483635A 1978-08-24 1979-08-24 Un procedimiento para preparar vincadiformina Expired ES483635A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US05/936,454 US4267330A (en) 1978-08-24 1978-08-24 Process for the synthesis of vincadifformine and related derivatives

Publications (1)

Publication Number Publication Date
ES483635A1 true ES483635A1 (es) 1980-09-01

Family

ID=25468661

Family Applications (1)

Application Number Title Priority Date Filing Date
ES483635A Expired ES483635A1 (es) 1978-08-24 1979-08-24 Un procedimiento para preparar vincadiformina

Country Status (9)

Country Link
US (1) US4267330A (es)
EP (1) EP0011057B1 (es)
JP (2) JPS5533482A (es)
AT (1) ATE2430T1 (es)
BE (1) BE878388R (es)
CA (1) CA1142178A (es)
DE (1) DE2964724D1 (es)
ES (1) ES483635A1 (es)
HU (1) HU182035B (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1132307B (it) * 1980-08-04 1986-07-02 Mora Paolo Corvi Procedimento per la sintesi di vincamina ed alcaloidi indolici correlati
US5196538A (en) * 1991-07-18 1993-03-23 Eastman Kodak Company Ester-containing quaternary pyridinium salts
US6043327A (en) 1997-07-03 2000-03-28 Loctite Corporation Anaerobic adhesive compositions of acrylates coreactants and maleimides curable under ambient conditions
AR024158A1 (es) * 1999-06-01 2002-09-04 Smithkline Beecham Corp Compuestos antibacterianos
US20130178618A1 (en) 2012-01-10 2013-07-11 William Allen Boulanger Novel pharmaceutical intermediates and methods for preparing the same
US12116372B1 (en) 2023-12-14 2024-10-15 William Allen Boulanger Process for preparing methyl 3-bromo-2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)propanoate

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH445512A (de) * 1964-12-03 1967-10-31 Geigy Ag J R Verfahren zur Herstellung von neuen Indolderivaten
FR1524495A (fr) * 1966-05-10 1968-05-10 Upjohn Co Procédé de préparation de nouveaux dérivés de l'indole et produits obtenus
FR1524830A (fr) * 1966-05-31 1968-05-10 Geigy Ag J R Nouveaux dérivés de l'indole et leur préparation
US3525750A (en) * 1966-05-31 1970-08-25 Geigy Chem Corp 1,2,3,4,5,6-hexahydro-azepino(4,5-b) indole derivatives
US3553232A (en) * 1967-08-25 1971-01-05 Upjohn Co 4-(1,4,5,6-tetrahydroazepine(4,5-b)indole-3(2h)-yl)butyrophenones
US4146643A (en) * 1973-12-18 1979-03-27 Sandoz Ltd. Increasing vigilance or treating cerebral insufficiency with substituted vincamines
US4154943A (en) * 1977-12-29 1979-05-15 University Of Vermont Preparation of vincadifformine
US4220774A (en) * 1978-10-26 1980-09-02 Omnium Chimique Vincadifformine synthesis process

Also Published As

Publication number Publication date
EP0011057A1 (fr) 1980-05-14
EP0011057B1 (fr) 1983-02-09
BE878388R (fr) 1980-02-25
JPS638950B2 (es) 1988-02-25
JPS638951B2 (es) 1988-02-25
JPS5533482A (en) 1980-03-08
ATE2430T1 (de) 1983-03-15
JPS5533483A (en) 1980-03-08
CA1142178A (en) 1983-03-01
US4267330A (en) 1981-05-12
DE2964724D1 (en) 1983-03-17
HU182035B (en) 1983-12-28

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19970203