CA1098903A - Preparation of vincadifformine - Google Patents

Preparation of vincadifformine

Info

Publication number
CA1098903A
CA1098903A CA318,789A CA318789A CA1098903A CA 1098903 A CA1098903 A CA 1098903A CA 318789 A CA318789 A CA 318789A CA 1098903 A CA1098903 A CA 1098903A
Authority
CA
Canada
Prior art keywords
formula
compound
indole
methyl
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
CA318,789A
Other languages
English (en)
French (fr)
Inventor
Martin E. Kuehne
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
Application granted granted Critical
Publication of CA1098903A publication Critical patent/CA1098903A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • 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
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)
CA318,789A 1977-12-29 1978-12-28 Preparation of vincadifformine Expired CA1098903A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US05/865,657 US4154943A (en) 1977-12-29 1977-12-29 Preparation of vincadifformine
US865,657 1977-12-29

Publications (1)

Publication Number Publication Date
CA1098903A true CA1098903A (en) 1981-04-07

Family

ID=25345973

Family Applications (1)

Application Number Title Priority Date Filing Date
CA318,789A Expired CA1098903A (en) 1977-12-29 1978-12-28 Preparation of vincadifformine

Country Status (9)

Country Link
US (1) US4154943A (OSRAM)
JP (1) JPS5498800A (OSRAM)
BE (1) BE873136A (OSRAM)
CA (1) CA1098903A (OSRAM)
ES (1) ES476504A1 (OSRAM)
FR (1) FR2413391A1 (OSRAM)
GB (1) GB2011899B (OSRAM)
HU (1) HU180905B (OSRAM)
IT (1) IT1109011B (OSRAM)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4283536A (en) * 1977-12-29 1981-08-11 University Of Vermont Preparation of vincadifformine and related derivatives
GB2029828B (en) * 1978-08-24 1983-04-27 Omnium Chimique Sa Vincadifformine derivatives
US4267330A (en) * 1978-08-24 1981-05-12 Omnium Chimique Societe Anonyme Process for the synthesis of vincadifformine and related derivatives
US4220774A (en) * 1978-10-26 1980-09-02 Omnium Chimique Vincadifformine synthesis process
US4428880A (en) 1981-05-04 1984-01-31 S.A. Omnichem Azepino[4,5-d]indole derivatives and preparation thereof
US4362739A (en) * 1981-05-04 1982-12-07 S.A. Omnichem Pyrrolo(2,3-d)carbazole derivatives, compositions and use
LU85894A1 (fr) * 1985-05-10 1986-12-05 Omnichem Sa Derives de 1,2,3,4,5,6-hexahydro-azepino (4,5-b) indole leur preparation,composes intermediaires,et leur application en therapeutique
CO5180550A1 (es) 1999-04-19 2002-07-30 Smithkline Beecham Corp Inhibidores de fab i
CO5370679A1 (es) 1999-06-01 2004-02-27 Smithkline Beecham Corp Inhibidores fab 1
US6762201B1 (en) 1999-10-08 2004-07-13 Affinium Pharmaceuticals, Inc. Fab I inhibitors
PE20010635A1 (es) * 1999-10-08 2001-08-15 Smithkline Beecham Corp Inhibidores de fab i utiles para el tratamiento de infecciones bacterianas
US6730684B1 (en) 1999-10-08 2004-05-04 Affinium Pharmaceuticals, Inc. Fab I inhibitors
DK1560584T3 (da) * 2001-04-06 2009-05-18 Affinium Pharm Inc Fab I inhibitorer
DK1575951T3 (da) * 2002-12-06 2014-09-15 Debiopharm Int Sa Heterocykliske forbindelser, fremgangsmåder til fremstilling deraf og deres anvendelse i terapi
CA2519429C (en) 2003-03-17 2013-08-06 Affinium Pharmaceuticals, Inc. Pharmaceutical compositions comprising inhibitors of fab i and further antibiotics
KR101299399B1 (ko) * 2004-06-04 2013-08-22 아피늄 파마슈티컬스, 인크. 치료제, 및 그의 제조 및 사용 방법
US20090156578A1 (en) * 2005-12-05 2009-06-18 PAULS Henry 3-Heterocyclylacrylamide Compounds as Fab I Inhibitors and Antibacterial Agents
WO2008009122A1 (en) 2006-07-20 2008-01-24 Affinium Pharmaceuticals, Inc. Acrylamide derivatives as fab i inhibitors
EP2125802A4 (en) * 2007-02-16 2014-08-20 Debiopharm Int Sa SALTS, PRODRUGS AND POLYMORPHES OF FAB I INHIBITORS
US20130178618A1 (en) 2012-01-10 2013-07-11 William Allen Boulanger Novel pharmaceutical intermediates and methods for preparing the same
BR122021020778B1 (pt) 2012-06-19 2022-07-12 Debiopharm International Sa Derivados de pró-fármaco de (e)-n-metil-n-((3-metilbenzofuran-2-il) metil)-3-(7-oxo-5,6,7,8-tetraidro- 1, 8- naftirindin-3-il) acrilamida
SI3419628T1 (sl) 2016-02-26 2021-03-31 Debiopharm International Sa Zdravilo za zdravljenje infekcij diabetičnega stopala
CN107216328A (zh) * 2017-07-06 2017-09-29 贵州医科大学 一种α‑卡波林类化合物的合成方法
PH12021551922A1 (en) 2019-02-14 2022-05-23 Debiopharm Int Sa Afabicin formulation, method for making the same
UA129222C2 (uk) 2019-06-14 2025-02-12 Дебіофарм Інтернешнл С.А. Лікарський засіб і його застосування для лікування бактеріальних інфекцій, пов'язаних з біоплівкою
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 (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE811614A (en) 1974-02-27 1974-06-17 (-) Vincadifformine prodn. - by hemisynthesis starting from vindolinine which is obtd. from catharantus roseus

Also Published As

Publication number Publication date
JPS6215555B2 (OSRAM) 1987-04-08
IT7809692A0 (it) 1978-12-29
HU180905B (en) 1983-05-30
US4154943A (en) 1979-05-15
BE873136A (fr) 1979-06-28
GB2011899A (en) 1979-07-18
JPS5498800A (en) 1979-08-03
IT1109011B (it) 1985-12-16
FR2413391A1 (fr) 1979-07-27
GB2011899B (en) 1982-05-26
FR2413391B1 (OSRAM) 1983-08-05
ES476504A1 (es) 1979-11-16

Similar Documents

Publication Publication Date Title
CA1098903A (en) Preparation of vincadifformine
Stevens et al. Benzocyclobutenones as synthons for the synthesis of C-11 oxygenated diterpenoids. Application to the total synthesis of (.+-.)-taxodione
CN105585603B (zh) 一种制备奥贝胆酸中间体的方法
Hufford et al. Maleic and Fumaric Dialdehydes, Δ4-Tetrahydrophthalaldehyde and Related Compounds1
US5420310A (en) Conversion of 15-beta to 15-alpha 5,6,7-trinor-4,8-inter-m-phenylene PGI2 derivatives
Martin et al. Applications of intramolecular Diels-Alder reactions to alkaloid synthesis. A formal total synthesis of (.+-.)-dendrobine
Marshall et al. Diels-alder cyclization of 2, 8, 10-undecatrienals as a route to 1, 2, 3, 4, 4a, 5, 6, 8a-octahydronaphthalenes
Attwood et al. A convenient procedure for the deoxygenation and homologation of D-ribose derivatives
Vinayak Improved syntheses of shihunine, the spiro phthalide pyrrolidine alkaloid
Biswas et al. Stereocontrolled synthesis of (.+-.)-debromoaplysin,(.+-.)-aplysin,(.+-.)-debromoaplysinol,(.+-.)-aplysinol, and (.+-.)-isoaplysin
TERAO et al. Thiocarbonyl ylides VI. New generation of thiocarbonyl ylides from organosilicon compounds containing sulfur and their 1, 3-cycloadditions
Heynderickx et al. A one-pot synthesis of hindered 2, 3-diarylbenzo [b] thiophenes via Suzuki reaction
US4158012A (en) Steroid synthesis process using mixed anhydride
JPH051071A (ja) 抗アテローム性動脈硬化症フロクロモン
SU626706A3 (ru) Способ получени -гомостероидов
Tsai et al. A new synthesis of chasmanine and 13-desoxydelphonine: A preferred route to the aromatic intermediate
Lin et al. Synthesis of Some Isocoumarin Derivatives
CN101195575A (zh) (e)－3，5－二甲氧基－4’－乙酰氧基二苯乙烯的制备方法
IWATA et al. Synthetic Studies on Spiroketal Natural Products. III. Enantioselective Synthesis of 1, 6-Dioxaspiro [4.5] decane Compounds
Misumi et al. Alternant conjugate systems. III. Syntheses of stereoisomeric p, p′-distyrylstilbenes and related compounds
US4124648A (en) Process for the preparation of norpatchoulenol and intermediates therefor
ZIEAEI et al. Improved synthesis of vasicinone
HARAYAMA et al. The Stereochemistry of Diels-Alder Adduct of 2-(3-Acetoxypropyl)-5-methylcyclohex-2-en-1-one with Butadiene
JPS6258351B2 (OSRAM)
Ishimaru et al. Diastereoselective Synthesis of trans-N-Benzyl-2-(2-methylphenyl)-6-phenyl-4-piperidone

Legal Events

Date Code Title Description
MKEX Expiry