ES329689A1 - Method for preparing the 17-alpha-etinyl-19-northostosterone. (Machine-translation by Google Translate, not legally binding) - Google Patents
Method for preparing the 17-alpha-etinyl-19-northostosterone. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES329689A1 ES329689A1 ES0329689A ES329689A ES329689A1 ES 329689 A1 ES329689 A1 ES 329689A1 ES 0329689 A ES0329689 A ES 0329689A ES 329689 A ES329689 A ES 329689A ES 329689 A1 ES329689 A1 ES 329689A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- etinyl
- translation
- machine
- legally binding
- 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
- 238000000034 method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 abstract 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 abstract 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229960004719 nandrolone Drugs 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
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
- 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)
- Pyridine Compounds (AREA)
Abstract
A process for preparing 17alpha; -etinyl-19-nortestosterone of formula VIII ** (See formula) ** in 4 conversions, distinguished by that a) the compound of formula I ** (See formula) ** treated with ethylene glycol is transformed into a mixture of isomers of formulas II and III ** (See formula) ** b) the mixture of isomers obtained according to a) is subjected to an oxidation with chromic acid in acetone, methyl isobutyl ketone and pyridine producing the compounds of formulas IV and V c) the mixture of compounds obtained according to b) is treated with a reagent to introduce an ethylenic radical, producing the isomers of the formulas VI and VII. ** (See formula) ** d) finally these compounds are converted by hydrolysis to the desired final product of formula VIII. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1071365A CH416613A (en) | 1965-04-30 | 1965-04-30 | Process for manufacturing 17a-ethinyl-19-nortestosterone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES329689A1 true ES329689A1 (en) | 1967-06-01 |
Family
ID=4366025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0329689A Expired ES329689A1 (en) | 1965-04-30 | 1966-07-29 | Method for preparing the 17-alpha-etinyl-19-northostosterone. (Machine-translation by Google Translate, not legally binding) |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT280490B (en) |
| BE (1) | BE684807A (en) |
| CH (1) | CH416613A (en) |
| DE (1) | DE1593170A1 (en) |
| DK (1) | DK120236B (en) |
| ES (1) | ES329689A1 (en) |
| GB (1) | GB1146357A (en) |
-
1965
- 1965-04-30 CH CH1071365A patent/CH416613A/en unknown
-
1966
- 1966-07-26 DE DE19661593170 patent/DE1593170A1/en active Pending
- 1966-07-27 DK DK389466AA patent/DK120236B/en unknown
- 1966-07-27 AT AT716266A patent/AT280490B/en not_active IP Right Cessation
- 1966-07-28 GB GB34033/66A patent/GB1146357A/en not_active Expired
- 1966-07-29 BE BE684807D patent/BE684807A/xx unknown
- 1966-07-29 ES ES0329689A patent/ES329689A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE684807A (en) | 1967-01-03 |
| CH416613A (en) | 1967-08-31 |
| GB1146357A (en) | 1969-03-26 |
| AT280490B (en) | 1970-04-10 |
| DE1593170A1 (en) | 1970-05-06 |
| DK120236B (en) | 1971-05-03 |
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