YU46212B - Postupak za dobijanje ariltetralonskih intermedijera za sintezu epipodofilotoksina i srodnih jedinjenja - Google Patents

Postupak za dobijanje ariltetralonskih intermedijera za sintezu epipodofilotoksina i srodnih jedinjenja

Info

Publication number
YU46212B
YU46212B YU112487A YU112487A YU46212B YU 46212 B YU46212 B YU 46212B YU 112487 A YU112487 A YU 112487A YU 112487 A YU112487 A YU 112487A YU 46212 B YU46212 B YU 46212B
Authority
YU
Yugoslavia
Prior art keywords
formula
anhydride
defined above
intermediars
epipodophylothoxin
Prior art date
Application number
YU112487A
Other languages
English (en)
Other versions
YU112487A (en
Inventor
D.M. Vyas
P.M. Skonezny
Original Assignee
Bristol-Myers Squibb Company
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 Bristol-Myers Squibb Company filed Critical Bristol-Myers Squibb Company
Priority to YU112487A priority Critical patent/YU46212B/sh
Publication of YU112487A publication Critical patent/YU112487A/xx
Publication of YU46212B publication Critical patent/YU46212B/sh

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/92—Naphthofurans; Hydrogenated naphthofurans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C62/30—Unsaturated compounds
    • C07C62/32—Unsaturated compounds containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C62/30—Unsaturated compounds
    • C07C62/34—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/70—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with ring systems containing two or more relevant rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Biotechnology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

pri čemu ariltetralonski intermedijeri imaju formulu: u kojoj je R3 vodonik ili karboksi-zaštitna grupa kao što je etil ili defenilmetil, naznačen time, što obuhvata ciklizaciju ciklopropil jedinjenja formule: u kojoj jr R3 kao što je definisano gore, tretiranjem sa najmanje 0.5 ekvivalenata Luisove kiseline, kao što je BF3.Et2O ili ZnCl2 i sa anhidridom formule: u kojoj je R9 fenili ili C1-4 alkil koji je po potrebi supstituisan sa jednim ili više atoma fluora, hlora ili broma, u količini od katalitičke količine pa sve do 2 ekvivalenta anhidrida, u inertnom organskom rastvaraču kao što je metilnen hlorid, nitrometan ili benzol, na temperaturi oko sobne, da bi se dobio novi intermedijer formule: u kojoj su R3 i R9 kao što je definisano gore; nakon čega se reakcija, sa ili bez izolovanja novog intermedijera formule (XIV), nastavlja sve dok se ne dobije željeni proizvod formule (VI). Prijava sadrži još 1 patentni zahtev.
YU112487A 1985-04-12 1987-06-16 Postupak za dobijanje ariltetralonskih intermedijera za sintezu epipodofilotoksina i srodnih jedinjenja YU46212B (sh)

Priority Applications (1)

Application Number Priority Date Filing Date Title
YU112487A YU46212B (sh) 1985-04-12 1987-06-16 Postupak za dobijanje ariltetralonskih intermedijera za sintezu epipodofilotoksina i srodnih jedinjenja

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US06/722,932 US4644072A (en) 1985-04-12 1985-04-12 Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof
YU594/86A YU44785B (en) 1985-04-12 1986-04-14 Process for synthesys of epipodophylotoxine
YU112487A YU46212B (sh) 1985-04-12 1987-06-16 Postupak za dobijanje ariltetralonskih intermedijera za sintezu epipodofilotoksina i srodnih jedinjenja

Publications (2)

Publication Number Publication Date
YU112487A YU112487A (en) 1988-02-29
YU46212B true YU46212B (sh) 1993-05-28

Family

ID=24904037

Family Applications (2)

Application Number Title Priority Date Filing Date
YU594/86A YU44785B (en) 1985-04-12 1986-04-14 Process for synthesys of epipodophylotoxine
YU112487A YU46212B (sh) 1985-04-12 1987-06-16 Postupak za dobijanje ariltetralonskih intermedijera za sintezu epipodofilotoksina i srodnih jedinjenja

Family Applications Before (1)

Application Number Title Priority Date Filing Date
YU594/86A YU44785B (en) 1985-04-12 1986-04-14 Process for synthesys of epipodophylotoxine

Country Status (33)

Country Link
US (1) US4644072A (sh)
JP (1) JPS61238758A (sh)
KR (1) KR900005624B1 (sh)
CN (2) CN1021822C (sh)
AT (1) ATA96986A (sh)
AU (6) AU587021B2 (sh)
BE (1) BE904587A (sh)
CA (1) CA1275651C (sh)
CH (2) CH669190A5 (sh)
CY (1) CY1599A (sh)
DE (1) DE3612278A1 (sh)
DK (2) DK167986A (sh)
EG (1) EG18077A (sh)
ES (2) ES8802044A1 (sh)
FI (1) FI861508A (sh)
FR (1) FR2587335B1 (sh)
GB (1) GB2176181B (sh)
GR (1) GR860982B (sh)
HK (1) HK53391A (sh)
HU (4) HU201541B (sh)
IE (1) IE59039B1 (sh)
IL (1) IL78451A0 (sh)
IT (1) IT1208593B (sh)
LU (1) LU86392A1 (sh)
MY (1) MY101618A (sh)
NL (1) NL8600938A (sh)
PT (1) PT82383B (sh)
RU (1) RU1819265C (sh)
SE (2) SE468768B (sh)
SG (1) SG44791G (sh)
SU (1) SU1547707A3 (sh)
YU (2) YU44785B (sh)
ZA (1) ZA862747B (sh)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4644072A (en) * 1985-04-12 1987-02-17 Bristol-Myers Company Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof
US5011948A (en) * 1985-04-12 1991-04-30 Bristol-Myers Company Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof
US5106996A (en) * 1985-12-05 1992-04-21 Bristol-Myers Company Process for the preparation of podophyllotoxin
US4734512A (en) * 1985-12-05 1988-03-29 Bristol-Myers Company Intermediates for the production of podophyllotoxin and related compounds and processes for the preparation and use thereof
US5013851A (en) * 1985-12-05 1991-05-07 Bristol-Myers Company Intermediates for the production of podophyllotoxin and related compounds
US5840900A (en) * 1993-10-20 1998-11-24 Enzon, Inc. High molecular weight polymer-based prodrugs
US5880131A (en) * 1993-10-20 1999-03-09 Enzon, Inc. High molecular weight polymer-based prodrugs
US5605976A (en) * 1995-05-15 1997-02-25 Enzon, Inc. Method of preparing polyalkylene oxide carboxylic acids
GB9422947D0 (en) * 1994-11-14 1995-01-04 Univ Salamanca Immunosuppressive cyclolignan derivatives
DE59603464D1 (de) * 1995-06-30 1999-12-02 Cerbios Pharma Sa Glykoside, deren zuckerfreie Abbauprodukte und Derivate derselben
US6051721A (en) * 1997-10-02 2000-04-18 The Board Of Regents Of The University Of Nebraska Ring E-modified analogues of(-)-podophyllotoxin and etoposide and a method for their synthesis
EP2289549A3 (en) 1999-10-01 2011-06-15 Immunogen, Inc. Immunoconjugates for treating cancer
JOP20190254A1 (ar) 2017-04-27 2019-10-27 Pharma Mar Sa مركبات مضادة للأورام

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL6613143A (sh) * 1965-09-21 1967-03-22
US3716574A (en) * 1967-12-01 1973-02-13 Rayonier Inc Pure crystalline plicatic acid tetrahydrate and the methyl ester thereof
US4122092A (en) * 1977-08-25 1978-10-24 University Of Rochester Total synthesis of (±)-picropodophyllone and (±)-4'-demethylpicropodophyllone
US4294763A (en) * 1980-03-05 1981-10-13 University Of Rochester Intermediates for the production of picropodophyllin and related compounds and processes for the preparation and use thereof
US4391982A (en) * 1980-03-05 1983-07-05 The University Of Rochester Intermediates for the production of picropodophyllin and related compounds and processes for the preparation and use thereof
HU201672B (en) * 1984-12-28 1990-12-28 Conpharm Ab Process for producing pharmaceutical compositions comprising podophyllotoxin
NO170760C (no) * 1985-01-10 1992-12-02 Tanabe Seiyaku Co Analogifremgangsmaate for fremstilling av terapeutisk aktive nafthalenderivater
US4644072A (en) * 1985-04-12 1987-02-17 Bristol-Myers Company Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof
US4734512A (en) * 1985-12-05 1988-03-29 Bristol-Myers Company Intermediates for the production of podophyllotoxin and related compounds and processes for the preparation and use thereof

Also Published As

Publication number Publication date
AU607337B2 (en) 1991-02-28
DE3612278A1 (de) 1986-10-16
GB2176181A (en) 1986-12-17
CY1599A (en) 1992-04-03
ES553868A0 (es) 1988-03-16
IL78451A0 (en) 1986-08-31
SU1547707A3 (ru) 1990-02-28
SG44791G (en) 1991-07-26
HU198063B (en) 1989-07-28
CH672635A5 (sh) 1989-12-15
AU617183B2 (en) 1991-11-21
LU86392A1 (fr) 1986-11-05
GB8608808D0 (en) 1986-05-14
AU3628489A (en) 1989-10-05
IT1208593B (it) 1989-07-10
HU204044B (en) 1991-11-28
AU5599386A (en) 1986-10-16
HUT44773A (en) 1988-04-28
SE468768B (sv) 1993-03-15
IE59039B1 (en) 1993-12-15
FR2587335A1 (fr) 1987-03-20
SE8601646L (sv) 1986-11-28
JPS61238758A (ja) 1986-10-24
HU199846B (en) 1990-03-28
DK117193D0 (da) 1993-10-18
AU3628689A (en) 1989-10-05
FR2587335B1 (fr) 1990-09-14
IE860955L (en) 1986-10-12
DK167986A (da) 1986-10-13
PT82383B (pt) 1988-10-14
AU3628789A (en) 1989-10-05
AU3628889A (en) 1989-10-05
ATA96986A (de) 1994-05-15
SE9202476A0 (sv) 1992-08-28
PT82383A (en) 1986-05-01
ZA862747B (en) 1986-11-26
EG18077A (en) 1991-08-30
MY101618A (en) 1991-12-17
CN86102404A (zh) 1986-12-03
RU1819265C (ru) 1993-05-30
YU59486A (en) 1988-02-29
YU112487A (en) 1988-02-29
ES8802044A1 (es) 1988-03-16
ES8900046A1 (es) 1988-11-16
CN1021822C (zh) 1993-08-18
HUT47088A (en) 1989-01-30
ES557772A0 (es) 1988-11-16
AU3628589A (en) 1989-10-05
HUT47071A (en) 1989-01-30
SE8601646D0 (sv) 1986-04-11
AU617185B2 (en) 1991-11-21
SE9202476D0 (sv) 1992-08-28
AU617184B2 (en) 1991-11-21
FI861508A (fi) 1986-10-13
HK53391A (en) 1991-07-19
DK167986D0 (da) 1986-04-11
BE904587A (fr) 1986-10-13
YU44785B (en) 1991-02-28
CA1275651C (en) 1990-10-30
HU201541B (en) 1990-11-28
CH669190A5 (de) 1989-02-28
DK117193A (da) 1993-10-18
GR860982B (en) 1986-09-01
CN1059520A (zh) 1992-03-18
FI861508A0 (fi) 1986-04-09
KR860008198A (ko) 1986-11-12
IT8620048A0 (it) 1986-04-11
AU587021B2 (en) 1989-08-03
NL8600938A (nl) 1986-11-03
GB2176181B (en) 1989-06-28
US4644072A (en) 1987-02-17
AU617182B2 (en) 1991-11-21
KR900005624B1 (ko) 1990-08-01

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