GB914734A - New cyclopentano-naphthalene derivatives and their formation - Google Patents

New cyclopentano-naphthalene derivatives and their formation

Info

Publication number
GB914734A
GB914734A GB34157/60A GB3415760A GB914734A GB 914734 A GB914734 A GB 914734A GB 34157/60 A GB34157/60 A GB 34157/60A GB 3415760 A GB3415760 A GB 3415760A GB 914734 A GB914734 A GB 914734A
Authority
GB
United Kingdom
Prior art keywords
keto
cyclopentano
acyloxy
hexahydro
methyl
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
GB34157/60A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf 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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB914734A publication Critical patent/GB914734A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • C07D303/06—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms in which the oxirane rings are condensed with a carbocyclic ring system having three or more relevant rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general
    • 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)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 1-acyloxy-6-keto-7-(g - keto - butyl)-7,7a-epoxy-9a-methyl-3a,3b,4,5,8,9 - hexahydro-cyclopentano-[2,1-c]-naphthalenes of the general formula <FORM:0914734/IV (b)/1> in which -OAc represents an acyloxy radical derived from an aliphatic, araliphatic or aromatic carboxylic acid and a process for the preparation thereof which comprises reacting a 1-acyloxy-6-keto-7-(g -keto-butyl)-9a-methyl-3a,3b,4,5,8,9 - hexahydro-cyclopentano-[2,1-c]-naphthalene with a per acid as oxidizing agent so as to introduce an epoxy configuration and thus to form the corresponding 1-acyloxy-6-keto-7-(g -keto-butyl)-7,7a-epoxy - 9a - methyl-3a,3b,4,5,8,9 - hexahydro-cyclopentano-[2,1-c]-naphthalene, the acyloxy radical being as defined above. The 1-acyloxy-6-keto-7-(g -keto-butyl) - 9a - methyl - 3a,3b,4,5,8,9-hexahydro-cyclopentano-[2,1-c]-naphthalene employed as starting material may be formed by condensing the corresponding 1-acyloxy-6-keto-9a-methyl - 3a,4,5,7,8,9 - hexahydro-cyclopentano-[2,1-c]-naphthalene with a ,g -dichloro-2-butene to form the corresponding 1-acyloxy-6-keto-7-(g -chloro - 2 - butenyl)-9a-methyl-3a,4,5,7,8,9-hexahydro-cyclopentano - [2,1-c] - naphthalene and hydrolysing the product. The example relates to the preparation of the compound of the above general formula in which -OAc is a benzyloxy group. Specification 914,732 is referred to.
GB34157/60A 1959-10-13 1960-10-05 New cyclopentano-naphthalene derivatives and their formation Expired GB914734A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR807333A FR1247966A (en) 1959-10-13 1959-10-13 epoxy-derivatives of cyclopentanonaphthalene and process for their preparation

Publications (1)

Publication Number Publication Date
GB914734A true GB914734A (en) 1963-01-02

Family

ID=8720057

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34157/60A Expired GB914734A (en) 1959-10-13 1960-10-05 New cyclopentano-naphthalene derivatives and their formation

Country Status (5)

Country Link
BE (1) BE595957A (en)
CH (1) CH395068A (en)
ES (1) ES261630A1 (en)
FR (1) FR1247966A (en)
GB (1) GB914734A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1304009A (en) * 1961-01-13 1962-09-21 Roussel Uclaf New tricyclic compounds and method of preparation

Also Published As

Publication number Publication date
CH395068A (en) 1965-07-15
ES261630A1 (en) 1961-12-16
BE595957A (en) 1961-04-12
FR1247966A (en) 1960-12-09

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