GB914734A - New cyclopentano-naphthalene derivatives and their formation - Google Patents
New cyclopentano-naphthalene derivatives and their formationInfo
- 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
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000004593 Epoxy Substances 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 150000004965 peroxy acids Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
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.
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)
| 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 |
-
1959
- 1959-10-13 FR FR807333A patent/FR1247966A/en not_active Expired
-
1960
- 1960-09-22 CH CH1071660A patent/CH395068A/en unknown
- 1960-10-05 GB GB34157/60A patent/GB914734A/en not_active Expired
- 1960-10-11 ES ES0261630A patent/ES261630A1/en not_active Expired
- 1960-10-12 BE BE595957A patent/BE595957A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH395068A (en) | 1965-07-15 |
| ES261630A1 (en) | 1961-12-16 |
| FR1247966A (en) | 1960-12-09 |
| BE595957A (en) | 1961-04-12 |
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