FR2357557A1 - Procede de transformation de 2,7 - dihydroxy - 5 - isopropylidene - 2, 6-methano-3, 4, 5, 6 - tetrahydro - 2h - 1-dibenzoxocine substituee en 9 en trans - 1 - hydroxy - 6, 6 - dimethyl - 6, 6a, 7, 8, 10, 10a - hexahydro - 9h - dibenso (b, d) pyran - 9 - one substituee en 3 - Google Patents

Procede de transformation de 2,7 - dihydroxy - 5 - isopropylidene - 2, 6-methano-3, 4, 5, 6 - tetrahydro - 2h - 1-dibenzoxocine substituee en 9 en trans - 1 - hydroxy - 6, 6 - dimethyl - 6, 6a, 7, 8, 10, 10a - hexahydro - 9h - dibenso (b, d) pyran - 9 - one substituee en 3

Info

Publication number
FR2357557A1
FR2357557A1 FR7720644A FR7720644A FR2357557A1 FR 2357557 A1 FR2357557 A1 FR 2357557A1 FR 7720644 A FR7720644 A FR 7720644A FR 7720644 A FR7720644 A FR 7720644A FR 2357557 A1 FR2357557 A1 FR 2357557A1
Authority
FR
France
Prior art keywords
substituted
methano
hexahydro
tetrahydro
dihydroxy
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.)
Granted
Application number
FR7720644A
Other languages
English (en)
Other versions
FR2357557B1 (fr
Inventor
William Bevan Blanchard
Charles Wilbur Ryan
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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
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 Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of FR2357557A1 publication Critical patent/FR2357557A1/fr
Application granted granted Critical
Publication of FR2357557B1 publication Critical patent/FR2357557B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

La réaction d'un halogénure d'aluminium avec une 2,7 -dihydroxy - 5 - isoplopylidène - 2, 6 - méthano - 3, 4, 5, 6 -tétrahydro - 2H - 1 -benzoxocine substituée en position 9 par un groupement alkyle ou alcényle à chaîne droite ou cyclique, dans un solvant organique à une température de -20 degrés C à + 100 degrés C, effectue la coupure du cycle pyrannique et une recyclisation en donnant exclusivement une trans - 1 - hydroxy - 6, 6 - diméthyl - 6, 6a, 7, 8, 10, 10a - hexahydro - 9H -dibenzoØb, dpyran - 9 - one substituée en position 3, de formule :
FR7720644A 1976-07-06 1977-07-05 Procede de transformation de 2,7 - dihydroxy - 5 - isopropylidene - 2, 6-methano-3, 4, 5, 6 - tetrahydro - 2h - 1-dibenzoxocine substituee en 9 en trans - 1 - hydroxy - 6, 6 - dimethyl - 6, 6a, 7, 8, 10, 10a - hexahydro - 9h - dibenso (b, d) pyran - 9 - one substituee en 3 Granted FR2357557A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US05/702,808 US4054583A (en) 1976-07-06 1976-07-06 Process for converting 2,7-dihydroxy-5-isopropylidene-9-substituted-2,6-methano-3,4,5,6-tetrahydro-2H-1-benzoxocin to trans-1-hydroxy-3-substituted-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo(b,d)pyran-9-one

Publications (2)

Publication Number Publication Date
FR2357557A1 true FR2357557A1 (fr) 1978-02-03
FR2357557B1 FR2357557B1 (fr) 1980-02-01

Family

ID=24822688

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7720644A Granted FR2357557A1 (fr) 1976-07-06 1977-07-05 Procede de transformation de 2,7 - dihydroxy - 5 - isopropylidene - 2, 6-methano-3, 4, 5, 6 - tetrahydro - 2h - 1-dibenzoxocine substituee en 9 en trans - 1 - hydroxy - 6, 6 - dimethyl - 6, 6a, 7, 8, 10, 10a - hexahydro - 9h - dibenso (b, d) pyran - 9 - one substituee en 3

Country Status (11)

Country Link
US (1) US4054583A (fr)
JP (1) JPS5943468B2 (fr)
BE (1) BE856412A (fr)
CA (1) CA1090358A (fr)
CH (1) CH633788A5 (fr)
DE (1) DE2729845C2 (fr)
FR (1) FR2357557A1 (fr)
GB (1) GB1584169A (fr)
IE (1) IE45246B1 (fr)
IL (1) IL52421A (fr)
NL (1) NL7707466A (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1579137A (en) * 1976-07-06 1980-11-12 Lilly Co Eli 5-isopropylidene-2,6-methano-3,4,5,6-tetrahydro-2h-1-benzoxocins
US4395560A (en) * 1982-05-24 1983-07-26 Eli Lilly And Company Preparation of 6a,10a-trans-hexahydrodibenzopyranones
AU9102991A (en) * 1990-11-29 1992-06-25 Rhone-Poulenc Rorer International (Holdings) Inc. 2,6-methano-2h-1-benzoxocincarboxamides as 5-ht3-antagonists
US6566560B2 (en) 1999-03-22 2003-05-20 Immugen Pharmaceuticals, Inc. Resorcinolic compounds
WO2002026224A2 (fr) * 2000-09-28 2002-04-04 Immugen Pharmaceuticals, Inc. Procedes et composes pour inhiber le metabolisme des eicosanoides et l'agregation plaquettaire
WO2002026728A2 (fr) * 2000-09-28 2002-04-04 Immugen Pharmaceuticals, Inc. Procedes antiviraux et composes
CN1652766A (zh) * 2002-03-18 2005-08-10 免疫力药品有限公司 间苯二酚和大麻素的局部制剂及其施用方法
CA2638940C (fr) * 2008-08-28 2009-09-15 Dalton Chemical Laboratories Inc. Synthese amelioree d'hexahydrodibenzopyranones

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2419936A (en) * 1942-04-29 1947-05-06 Adams Roger Preparation of compounds with marihuana activity
CH503724A (de) * 1966-05-13 1971-02-28 Hoffmann La Roche Verfahren zur Herstellung von polycyclischen Verbindungen
CH481911A (de) * 1967-05-19 1969-11-30 Theodor Dr Petrzilka Verfahren zur Herstellung von tricyclischen Verbindungen
US3700661A (en) * 1968-11-22 1972-10-24 Hoffmann La Roche Total steroid synthesis employing substituted isoxazole derivatives

Also Published As

Publication number Publication date
IE45246B1 (en) 1982-07-14
JPS5943468B2 (ja) 1984-10-22
IE45246L (en) 1978-01-06
IL52421A (en) 1980-09-16
FR2357557B1 (fr) 1980-02-01
CH633788A5 (de) 1982-12-31
US4054583A (en) 1977-10-18
IL52421A0 (en) 1977-08-31
NL7707466A (nl) 1978-01-10
CA1090358A (fr) 1980-11-25
DE2729845C2 (de) 1982-06-09
DE2729845A1 (de) 1978-01-19
GB1584169A (en) 1981-02-11
JPS537680A (en) 1978-01-24
BE856412A (fr) 1978-01-04

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