GB1070414A - 6-formyl steroid compounds - Google Patents
6-formyl steroid compoundsInfo
- Publication number
- GB1070414A GB1070414A GB4727963A GB4727963A GB1070414A GB 1070414 A GB1070414 A GB 1070414A GB 4727963 A GB4727963 A GB 4727963A GB 4727963 A GB4727963 A GB 4727963A GB 1070414 A GB1070414 A GB 1070414A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formyl
- steroids
- progesterone
- acetoxy
- hydrogen
- 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
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
-
- 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
- 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)
Abstract
Novel 3-alkyl enol ethers of 6-formyl-D 4-3-keto steroids of the androstane and pregnane series; novel 6-formyl-D 4-3-keto steroids of the formula <FORM:1070414/C2/1> (wherein R2 is CH2, CO or CHOH; R3 is hydrogen or methyl; R5 is hydrogen, hydroxy or acetoxy; R6 is hydrogen, hydroxy or acetoxy; and X is hydrogen or fluorine); and the specific novel 6-formyl-D 4-3-keto-steroids 6-formyl-testosterone; 6-formyl-4-androsten-3,17-dione and 6-formyl-11b ,17a ,21-trihydroxy-4-pregnene-3,20-dione 21-propionate are prepared by reacting the 6-unsubstituted 3-enol ethers with dimethyl formamide and phosgene and, if desired, hydrolysing the 6-formyl products with a strong acid to give the corresponding 3-keto-6-formyl-D 4-steroids. These products may exist as the tautomeric 6-hydroxy-methylene compounds. Examples are given, and reference is also made (1) to the preparation of 6-methylene-progesterone by reduction and hydrolysis of a 3-enol ether of 6-formyl-20 -ethylenedioxy-progesterone; (2) a similar preparation of 6-methylene-hydrocortisone; (3) preparation of the 6-hydrazone of the 3-n-propyl-enol ether of 6-formyl-17a -acetoxy-20-ethylenedioxy-progesterone, reduction to the 6-methyl-17a -ol and hydrolysis and acetylation to give 6a -methyl -17a -acetoxy-progesterone; and (4) similar preparation of other 6a -methyl steroids. Reference has been directed by the Comptroller to the Specifications 929,983 and 991,813.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24457562A | 1962-12-14 | 1962-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1070414A true GB1070414A (en) | 1967-06-01 |
Family
ID=22923320
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4727963A Expired GB1070414A (en) | 1962-12-14 | 1963-11-29 | 6-formyl steroid compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1070414A (en) |
-
1963
- 1963-11-29 GB GB4727963A patent/GB1070414A/en not_active Expired
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