GB1108979A - Novel hexahydro-idane derivatives - Google Patents

Novel hexahydro-idane derivatives

Info

Publication number
GB1108979A
GB1108979A GB43190/67A GB4319067A GB1108979A GB 1108979 A GB1108979 A GB 1108979A GB 43190/67 A GB43190/67 A GB 43190/67A GB 4319067 A GB4319067 A GB 4319067A GB 1108979 A GB1108979 A GB 1108979A
Authority
GB
United Kingdom
Prior art keywords
benzoyl
methylene
hexahydro
novel
alkyl
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
GB43190/67A
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
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1108979A publication Critical patent/GB1108979A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D317/10—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 not condensed with other rings
    • C07D317/14—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 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/16—Radicals substituted by halogen atoms or nitro radicals
    • 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
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
    • C07D309/10—Oxygen atoms
    • C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- 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
    • C07C2603/16—Benz[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 Oxygen Or Sulfur (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

Novel compounds of the formulae <FORM:1108979/C2/1> and <FORM:1108979/C2/2> (wherein R1 is lower, i.e. C1- 6, alkyl; R2 is H, lower alkyl, lower alkanoyl, benzoyl, nitro-benzoyl, carboxy-lower alkanoyl, carboxy-benzoyl, trifluoro-acetyl or camphorsulphonyl; and T1 is -CX = CH-, -C(OR3) = CH- or -Q1-CH2, X being Cl, Br or I, R3 being lower alkyl, and Q1 being carbonyl, lower alkylene-dioxy - methylene, di - lower alkoxy - methylene or hydroxy-methylene) and optical antipodes and racemates thereof, and the novel-1 - [1b - tetrahydropyranyloxy - 7ab - methyl 5 - oxo - 3aa , 4a , 5, 6, 7, 7a - hexahydroindanyl - (4)] - pentanone - (3) cyclic ethylene ketal are prepared by hydrogenation in the presence of a noble metal catalyst of the corresponding 5,6,7,7a-tetrahydroindanes which are described in Specification 1,108,978. Hydrogenation results in a mixture containing as the main components the 3aa , 4a , 5, 6, 7, 7a-hexahydro compounds and the corresponding 3ab , 4b -stereoisomers. The former are epimerized to the required 3aa , 4b , 5, 6, 7, 7a-hexahydro-indanes by treatment with acid or base. Resolved starting materials may be used or the products may themselves be resolved by standard procedures.
GB43190/67A 1965-10-13 1966-10-11 Novel hexahydro-idane derivatives Expired GB1108979A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US49567265A 1965-10-13 1965-10-13
US54467766A 1966-04-25 1966-04-25

Publications (1)

Publication Number Publication Date
GB1108979A true GB1108979A (en) 1968-04-10

Family

ID=27051843

Family Applications (4)

Application Number Title Priority Date Filing Date
GB43190/67A Expired GB1108979A (en) 1965-10-13 1966-10-11 Novel hexahydro-idane derivatives
GB43188/67A Expired GB1108977A (en) 1965-10-13 1966-10-11 Novel pentanone derivatives
GB43189/67A Expired GB1108978A (en) 1965-10-13 1966-10-11 A process for the preparation of tetrahydro-indane derivatives and certain novel tetrahydro-indane derivatives perse
GB45453/66A Expired GB1108976A (en) 1965-10-13 1966-10-11 A process for the manufacture of benz[e]idenes

Family Applications After (3)

Application Number Title Priority Date Filing Date
GB43188/67A Expired GB1108977A (en) 1965-10-13 1966-10-11 Novel pentanone derivatives
GB43189/67A Expired GB1108978A (en) 1965-10-13 1966-10-11 A process for the preparation of tetrahydro-indane derivatives and certain novel tetrahydro-indane derivatives perse
GB45453/66A Expired GB1108976A (en) 1965-10-13 1966-10-11 A process for the manufacture of benz[e]idenes

Country Status (11)

Country Link
JP (1) JPS5017471B1 (en)
AT (1) AT278767B (en)
BE (1) BE687996A (en)
BR (1) BR6683552D0 (en)
CH (2) CH530360A (en)
ES (1) ES332168A1 (en)
FR (1) FR1510878A (en)
GB (4) GB1108979A (en)
IL (1) IL26592A (en)
NL (1) NL6614414A (en)
SE (1) SE331092B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3975440A (en) * 1970-01-21 1976-08-17 Hoffmann-La Roche Inc. Asymmetric synthesis of organic compounds
CN114345366B (en) * 2022-01-14 2023-05-30 万华化学集团股份有限公司 Preparation method of 3-methoxy-4-hydroxymandelic acid oxidation catalyst

Also Published As

Publication number Publication date
DE1568792A1 (en) 1970-07-09
SE331092B (en) 1970-12-14
NL6614414A (en) 1967-04-14
GB1108976A (en) 1968-04-10
CH530360A (en) 1972-11-15
GB1108978A (en) 1968-04-10
ES332168A1 (en) 1967-07-16
CH525851A (en) 1972-07-31
BR6683552D0 (en) 1973-12-04
GB1108977A (en) 1968-04-10
IL26592A (en) 1970-12-24
BE687996A (en) 1967-04-10
JPS5017471B1 (en) 1975-06-20
AT278767B (en) 1970-02-10
DE1568792B2 (en) 1975-10-09
FR1510878A (en) 1968-01-26

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