ES362790A1 - A procedure for preparing a 3-ciclopentiloxi-esteroide. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for preparing a 3-ciclopentiloxi-esteroide. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES362790A1 ES362790A1 ES362790A ES362790A ES362790A1 ES 362790 A1 ES362790 A1 ES 362790A1 ES 362790 A ES362790 A ES 362790A ES 362790 A ES362790 A ES 362790A ES 362790 A1 ES362790 A1 ES 362790A1
- Authority
- ES
- Spain
- Prior art keywords
- cyclopentyloxy
- group
- ketone
- see formula
- polycarboxyalkyl
- 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 abstract 2
- -1 hydroxymethylene group Chemical group 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/567—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in position 17 alpha, e.g. mestranol, norethandrolone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/566—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol having an oxo group in position 17, e.g. estrone
-
- 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
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A procedure to prepare a 3-cyclopentyloxy-steroid of the general formula (I) **(See formula)** where X is **(See formula)** where R1 is a polycarboxyalkyl group, but can also be methyl when X has structure (A); Z is a carbonyl or hydroxymethylene group; R is a lower alkyl, ethynyl, or chloroethynyl group; and R2 is a lower alkanoyloxy group, characterized by (1) reduce a 3-cyclopentyloxy-steroid of the general formula (II). **(See formula)** where R1 and Z have the meaning set forth above, while the dashed line indicates an optional double bond at position 14, to form a 3-cyclopentyloxy-13beta-polycarboxyalkyl-gona-1,3,5 (10), 8-tetraen-17-one or -17-ol, a 3-cyclopentyloxy-13-polycarboxyalkyl-gona-1,3,5 (10) -trien-17-one or -17-ol or a 3- cyclopentyloxy-13-polycarboxalkyl-8alpha-gona-1,3,5 (10) -trien-17-one or -17-ol; O well (2) etherifying the 3-hydroxy group of a 3-hydroxy steroid of the general formula **(See formula)** where X1 has one of the meanings given for X or is **(See formula)** with an esterifying agent containing the cyclopentyl group, and, if desired, oxidizing a resulting 17-ol to 17-ketone, reducing a 17-ketone to 17-ol, alkylating, ethynylating or chloroethylating a 17-ketone to a 17alpha-alkyl-, ethynyl- or chloroethynyl-17beta- ol, enol-acylate a 17-ketone to delta16-17-alkanoyloxylic compound to 16alpha-hydroxy-17-ketone or 16alpha, 17-diol. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69978568A | 1968-01-23 | 1968-01-23 | |
| GB4998368 | 1968-10-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES362790A1 true ES362790A1 (en) | 1971-02-16 |
Family
ID=26266582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES362790A Expired ES362790A1 (en) | 1968-01-23 | 1969-01-22 | A procedure for preparing a 3-ciclopentiloxi-esteroide. (Machine-translation by Google Translate, not legally binding) |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS499462B1 (en) |
| BE (1) | BE727332A (en) |
| CH (2) | CH565204A5 (en) |
| DE (1) | DE1902641C3 (en) |
| ES (1) | ES362790A1 (en) |
| FR (1) | FR2000609A1 (en) |
| IL (1) | IL31443A (en) |
| NL (1) | NL6901129A (en) |
| PH (1) | PH9372A (en) |
-
1969
- 1969-01-19 IL IL31443A patent/IL31443A/en unknown
- 1969-01-20 DE DE1902641A patent/DE1902641C3/en not_active Expired
- 1969-01-22 ES ES362790A patent/ES362790A1/en not_active Expired
- 1969-01-23 FR FR6901209A patent/FR2000609A1/en not_active Withdrawn
- 1969-01-23 NL NL6901129A patent/NL6901129A/xx unknown
- 1969-01-23 JP JP44004486A patent/JPS499462B1/ja active Pending
- 1969-01-23 CH CH101169A patent/CH565204A5/xx not_active IP Right Cessation
- 1969-01-23 BE BE727332D patent/BE727332A/xx not_active IP Right Cessation
- 1969-01-23 CH CH1811273A patent/CH568339A5/xx not_active IP Right Cessation
-
1973
- 1973-04-02 PH PH14487*UA patent/PH9372A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL31443A0 (en) | 1969-03-27 |
| DE1902641A1 (en) | 1969-09-04 |
| FR2000609A1 (en) | 1969-09-12 |
| IL31443A (en) | 1973-03-30 |
| NL6901129A (en) | 1969-07-25 |
| BE727332A (en) | 1969-07-23 |
| JPS499462B1 (en) | 1974-03-05 |
| DE1902641C3 (en) | 1979-09-06 |
| CH568339A5 (en) | 1975-10-31 |
| CH565204A5 (en) | 1975-08-15 |
| PH9372A (en) | 1975-10-22 |
| DE1902641B2 (en) | 1979-01-11 |
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