GB1265513A - - Google Patents

Info

Publication number
GB1265513A
GB1265513A GB1265513DA GB1265513A GB 1265513 A GB1265513 A GB 1265513A GB 1265513D A GB1265513D A GB 1265513DA GB 1265513 A GB1265513 A GB 1265513A
Authority
GB
United Kingdom
Prior art keywords
alkyl
hydrogen
group
ethyl ester
acid ethyl
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
Inventor
Z G Hajos
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 claimed from US765023A external-priority patent/US3897460A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1265513A publication Critical patent/GB1265513A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/72Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/12Saturated polycyclic compounds
    • C07C61/125Saturated polycyclic compounds having a carboxyl group bound to a condensed ring system
    • C07C61/13Saturated polycyclic compounds having a carboxyl group bound to a condensed ring system having two rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00Compounds 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
    • C07C62/18Saturated compounds containing keto groups
    • C07C62/26Saturated compounds containing keto groups containing singly bound oxygen-containing groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00Compounds 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
    • C07C62/30Unsaturated compounds
    • C07C62/38Unsaturated compounds containing keto groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D261/00Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/08Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/26Radicals substituted by doubly bound oxygen or sulfur atoms or by two such atoms singly bound to the same carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/30Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic 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
    • C07D317/46Heterocyclic 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 one six-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/04Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/16Benz[e]indenes; Hydrogenated benz[e]indenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,265,513. Keto derivatives of hexahydroindane and decahydronaphthalene. F. HOFFMANN-LA ROCHE & CO. A.G. 2 Oct., 1969 [4 Oct., 1968; 28 July, 1969], No. 45273/70. Divided out of 1,265,512. Heading C2C. Novel ketones of the formula in which m is 1 or 2, B is a carboxy, C 1-7 alkoxycarbonyl, aryloxyoarbonyl, C 1-7 alkylsulphinyl or C 1-7 alkylsulphonyl group, Z represents a carbonyl, a C 1-7 alkylenedioxymethylene or >CH(0R 2 ) group (where R 2 is hydrogen, C 1-7 alkyl, C 1-7 alkoxy-C 1-7 alkyl; phenyl-C 1-7 -alkyl, tetrahydropyranyl, C 1-6 alkanoyl, benzoyl, nitrobenzoyl, carboxy-C 1-7 -alkyl, carboxy-benzoyl, trifluoroacetyl or camphorsulphonyl), R 4 is hydrogen or C 1-7 alkyl, R 1 is hydrogen, C 1-7 alkyl or a group of the formulµ (where R 7 is C 1-7 alkyl, R 15 is an oxo, C 1-7 alkylenedioxy, arylenedioxy or a hydrogen atom and a C 1-7 alkoxy group, R 25 and R 26 are hydrogen, hydroxy or C 1-7 alkyl; R<SP>1</SP> is hydrogen or C 1-7 alkyl and R<SP>11</SP> is hydrogen, C 1-7 alkyl, C 1-7 alkylaryl or aralkyl) and the alkali metal salts of the free acids, are prepared by reacting in an inert solvent and in the absence of oxygen, a compound of the formula in which X is a leaving group; with a ketone of the Formula III in the presence of a base sufficiently strong to form the conjugate anion of ketone III, e.g. an alkali metal alkoxide. Specified leaving groups, X, are sulphonyloxy, acyloxy, halogeno and amino groups, tosyloxy and mesyloxy being preferred. Examples describe the preparation of 2 - (1# - t - butoxy - 3aα,4#,5,6,7,7a - hexahydro- 7a# - methyl - 5 - oxo - 4 - indanylmethyl). derivatives of 3-oxovaleric acid ethyl ester, 6- (2 - methyl - 1,3 - dioxolan - 2 - yl) - 3 - oxo hexanoic acid ethyl ester, 5 - [(3,5 - dimethylisoxazol - 2 - yl)methyl] - 3 - oxopentanoic acid ethyl ester and 5-(7,7-o-phenylenedioxy)-3-oxooctanoic acid ethyl ester.
GB1265513D 1968-10-04 1969-10-02 Expired GB1265513A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US765023A US3897460A (en) 1968-10-04 1968-10-04 3{62 -Tertiarybutoxy-decahydro-benz{8 E{9 indenes
US84554669A 1969-07-28 1969-07-28

Publications (1)

Publication Number Publication Date
GB1265513A true GB1265513A (en) 1972-03-01

Family

ID=27117546

Family Applications (5)

Application Number Title Priority Date Filing Date
GB1265516D Expired GB1265516A (en) 1968-10-04 1969-10-02
GB1265513D Expired GB1265513A (en) 1968-10-04 1969-10-02
GB1265512D Expired GB1265512A (en) 1968-10-04 1969-10-02
GB1265514D Expired GB1265514A (en) 1968-10-04 1969-10-02
GB1265515D Expired GB1265515A (en) 1968-10-04 1969-10-02

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB1265516D Expired GB1265516A (en) 1968-10-04 1969-10-02

Family Applications After (3)

Application Number Title Priority Date Filing Date
GB1265512D Expired GB1265512A (en) 1968-10-04 1969-10-02
GB1265514D Expired GB1265514A (en) 1968-10-04 1969-10-02
GB1265515D Expired GB1265515A (en) 1968-10-04 1969-10-02

Country Status (12)

Country Link
JP (1) JPS5636177B1 (en)
AT (2) AT300209B (en)
BE (1) BE739791A (en)
CA (1) CA977351A (en)
CH (4) CH576997A5 (en)
DE (1) DE1950012C2 (en)
DK (1) DK140588B (en)
ES (2) ES372175A1 (en)
FR (1) FR2019929A1 (en)
GB (5) GB1265516A (en)
NL (1) NL168225C (en)
SE (5) SE381876B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2165320C2 (en) * 1971-12-24 1982-09-16 Schering Ag, 1000 Berlin Und 4619 Bergkamen Process for the preparation of bicycloalkanethio derivatives
DE2449031C2 (en) * 1974-10-11 1983-08-04 Schering Ag, 1000 Berlin Und 4619 Bergkamen Process for the preparation of 13β-alkyl-4-gonen-3,17-dione

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1364556A (en) * 1962-03-06 1964-06-26 Roussel Uclaf New process for the synthesis of steroids and related compounds and products used in this process

Also Published As

Publication number Publication date
CH572943A5 (en) 1976-02-27
NL168225B (en) 1981-10-16
GB1265514A (en) 1972-03-01
GB1265512A (en) 1972-03-01
AT311569B (en) 1973-11-26
CH576997A5 (en) 1976-06-30
AT300209B (en) 1972-07-25
DE1950012C2 (en) 1982-05-19
CH565130A5 (en) 1975-08-15
ES400149A1 (en) 1975-03-16
SE385292B (en) 1976-06-21
NL168225C (en) 1982-03-16
GB1265516A (en) 1972-03-01
DK140588C (en) 1980-03-17
SE403910B (en) 1978-09-11
DE1950012A1 (en) 1970-04-09
FR2019929A1 (en) 1970-07-10
SE381876B (en) 1975-12-22
SE385293B (en) 1976-06-21
SE375304B (en) 1975-04-14
GB1265515A (en) 1972-03-01
JPS5636177B1 (en) 1981-08-22
CH582123A5 (en) 1976-11-30
NL6914990A (en) 1970-04-07
ES372175A1 (en) 1972-02-16
DK140588B (en) 1979-10-08
BE739791A (en) 1970-04-03
CA977351A (en) 1975-11-04

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee