GB991593A - Cis-syn-trans steroid and d-homo-steroid compounds having an aromatic ring a - Google Patents
Cis-syn-trans steroid and d-homo-steroid compounds having an aromatic ring aInfo
- Publication number
- GB991593A GB991593A GB702960A GB702960A GB991593A GB 991593 A GB991593 A GB 991593A GB 702960 A GB702960 A GB 702960A GB 702960 A GB702960 A GB 702960A GB 991593 A GB991593 A GB 991593A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trans
- compound
- syn
- steroid
- choh
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises cis-syn-trans steroid compounds of formula <FORM:0991593/C2/1> wherein R is H, alkyl or acyl, R1 is C2- 20-alkyl, Y is C = O (optionally ketalized) or CHOH and the atoms H are trans. to R1 and specifically those wherein (1) R is CH3, Y is C = O and R1 is ethyl (a), isopropyl or cetyl; (2) R is CH3, Y is CHOH(a) or ethylenedioxymethylene (b) and R1 is ethyl; (3) R is H, Y is C = O and R1 is ethyl; the compound in which Y is CHOH and R = R1 = CH3 is also claimed. These compounds are prepared by a process for preparing generally a cis-syn-trans compound of formula <FORM:0991593/C2/2> by catalytic hydrogenation of a compound of formula <FORM:0991593/C2/3> wherein R is H, alkyl or acyl, R1 is alkyl, Y is C = O, CHOH or a derivative group convertible by hydrolysis thereto, Q is CH2 or CH2CH2 and T is an ethylenic linkage or a saturated C-C bond with an H atom at the 14-position trans to R1. Compound (3) is made alternatively by splitting the ether group in (1) (a), and the latter by reacting 2 (b) with HCl. The process of the invention is also exemplified for the case in which (first formula) R is acetyl, Y is C = O and R1 is CH3; the product is hydrolysed to the corresponding compound (R = H). No examples are given for the D-homosteroids.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB702960A GB991593A (en) | 1960-02-29 | 1960-02-29 | Cis-syn-trans steroid and d-homo-steroid compounds having an aromatic ring a |
| CH185361A CH398586A (en) | 1960-02-29 | 1961-02-16 | Process for the production of estrone derivatives |
| DES72617A DE1214679B (en) | 1960-02-29 | 1961-02-18 | Process for the preparation of 13-alkyl-8-isogonane compounds or of their D-homoanalogues |
| AT156261A AT256350B (en) | 1960-02-29 | 1961-02-27 | Process for the production of 8-iso-19-norsteroids, as well as of new compounds of this group |
| SE206361A SE307946B (en) | 1960-02-29 | 1961-02-27 | |
| DK89061A DK105529C (en) | 1960-02-29 | 1961-02-28 | Process for the preparation of 3-hydroxy-, 3-alkoxy- or 3-acyloxy-Δ <1,3,5 (10)> steroid or D-homosteroid compounds. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB702960A GB991593A (en) | 1960-02-29 | 1960-02-29 | Cis-syn-trans steroid and d-homo-steroid compounds having an aromatic ring a |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB991593A true GB991593A (en) | 1965-05-12 |
Family
ID=9825282
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB702960A Expired GB991593A (en) | 1960-02-29 | 1960-02-29 | Cis-syn-trans steroid and d-homo-steroid compounds having an aromatic ring a |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT256350B (en) |
| CH (1) | CH398586A (en) |
| DE (1) | DE1214679B (en) |
| DK (1) | DK105529C (en) |
| GB (1) | GB991593A (en) |
| SE (1) | SE307946B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3549673A (en) * | 1967-03-09 | 1970-12-22 | Takeda Chemical Industries Ltd | Total synthesis of 13beta-substituted gonapolyen-17alpha-ols |
-
1960
- 1960-02-29 GB GB702960A patent/GB991593A/en not_active Expired
-
1961
- 1961-02-16 CH CH185361A patent/CH398586A/en unknown
- 1961-02-18 DE DES72617A patent/DE1214679B/en active Pending
- 1961-02-27 AT AT156261A patent/AT256350B/en active
- 1961-02-27 SE SE206361A patent/SE307946B/xx unknown
- 1961-02-28 DK DK89061A patent/DK105529C/en active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3549673A (en) * | 1967-03-09 | 1970-12-22 | Takeda Chemical Industries Ltd | Total synthesis of 13beta-substituted gonapolyen-17alpha-ols |
Also Published As
| Publication number | Publication date |
|---|---|
| DK105529C (en) | 1966-10-10 |
| SE307946B (en) | 1969-01-27 |
| CH398586A (en) | 1966-03-15 |
| DE1214679B (en) | 1966-04-21 |
| AT256350B (en) | 1967-08-10 |
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