ES479974A1 - Procedimiento para la preparacion de un derivado de 6alfa- halo-3-ceto-delta1-4,pregnadieno. - Google Patents
Procedimiento para la preparacion de un derivado de 6alfa- halo-3-ceto-delta1-4,pregnadieno.Info
- Publication number
- ES479974A1 ES479974A1 ES479974A ES479974A ES479974A1 ES 479974 A1 ES479974 A1 ES 479974A1 ES 479974 A ES479974 A ES 479974A ES 479974 A ES479974 A ES 479974A ES 479974 A1 ES479974 A1 ES 479974A1
- Authority
- ES
- Spain
- Prior art keywords
- derivatives
- halo
- preparation
- pregnanes
- pregnadiene
- 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
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/0026—Oxygen-containing hetero ring cyclic ketals
- C07J71/0031—Oxygen-containing hetero ring cyclic ketals at positions 16, 17
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
- C07J71/0015—Oxiranes at position 9(11)
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
1. Procedimiento para la preparación de un derivado de 60- halo-ceto-A1,4-pregnadieno de la estructura: **(Fórmula-01)** en la que R y Z son hidrógeno, o hidroxi o aciloxi derivados de ácidos carboxílicos que contienen hasta 9 átomos de carbono; o cuando Z es hidroxi y W es hidroxi -orientado- pueden representar juntos el grupo: **(Fórmula-02)** W es hidrógeno o hidroxi o metilo; X es halógeno, preferiblemente flúor y cloro, que comprende la reacción de un derivado de 3-ceto-A1,4- pregnadieno de la estructura I: **(Fórmula-03)** en la que R, Z y W tienen el significado antes citado, con un agente acilante o eterificante apropiado, tal como anhídridos de acilo, acetato de isopropenilo, ortoformatos de trialquilo en presencia de catalizadores ácidos, tal como ácido p- toluenosulfónico, para dar los correspondientes derivados 3- enol de la estructura II: **(Fórmula-04)** en la que R, Z y W tienen el significado antes citado y R'' es un acilo o alquilo inferior, a los que se hace después reaccionar con un agente halogenante apropiado tal como una N- halo-amida, fluoruro de perclorilo para producir el compuesto deseado III.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/900,886 US4188322A (en) | 1978-04-28 | 1978-04-28 | Process for the preparation of 6-halo-pregnanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES479974A1 true ES479974A1 (es) | 1980-09-01 |
Family
ID=25413247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES479974A Expired ES479974A1 (es) | 1978-04-28 | 1979-04-26 | Procedimiento para la preparacion de un derivado de 6alfa- halo-3-ceto-delta1-4,pregnadieno. |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4188322A (es) |
| JP (1) | JPS591720B2 (es) |
| AT (1) | AT367772B (es) |
| AU (1) | AU518893B2 (es) |
| BE (1) | BE875939A (es) |
| CA (1) | CA1159049A (es) |
| CH (1) | CH639981A5 (es) |
| DE (1) | DE2916889C2 (es) |
| DK (1) | DK173379A (es) |
| ES (1) | ES479974A1 (es) |
| FR (1) | FR2424286B1 (es) |
| GB (1) | GB2019848B (es) |
| GR (1) | GR65300B (es) |
| HU (1) | HU180678B (es) |
| IE (1) | IE48329B1 (es) |
| NL (1) | NL187533C (es) |
| NO (1) | NO153431C (es) |
| PL (1) | PL117180B1 (es) |
| PT (1) | PT69558A (es) |
| SE (1) | SE433083B (es) |
| SU (1) | SU993823A3 (es) |
| ZA (1) | ZA791977B (es) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL187577C (nl) * | 1978-04-05 | 1991-11-18 | Sibla Srl | 3-acetoxy-9beta,11beta-epoxy-pregna-1,3,5-trienen, werkwijze voor de bereiding daarvan en werkwijze voor de bereiding van 6alfa-halogeen-pregna-1,4-dieen-3-onen. |
| US4287129A (en) * | 1980-07-28 | 1981-09-01 | Diamond Shamrock Corp. | Synthesis of 1α-hydroxy-7-dehydrosteroids |
| US4383947A (en) * | 1981-07-24 | 1983-05-17 | The Upjohn Company | Introduction of a fluorine atom |
| JPS6185637U (es) * | 1984-11-09 | 1986-06-05 | ||
| JPH0264662U (es) * | 1988-11-02 | 1990-05-15 | ||
| FR2701262B1 (fr) * | 1993-02-05 | 1995-03-24 | Roussel Uclaf | Nouveau procédé de préparation de stéroïdes 6 alpa, 9 alpha-difluorés et nouveaus intermédiaires. |
| IT1319663B1 (it) * | 2000-11-17 | 2003-10-23 | Farmabios Srl | Processo per la preparazione di fluoro-steroidi. |
| US6569327B2 (en) * | 2001-01-23 | 2003-05-27 | Rg Delaware, Inc. | Apparatus for directing fluids through a filter system |
| PT102628B (pt) * | 2001-06-12 | 2010-09-09 | Hovione Farmaciencia S A | Novo processo de preparação de flumetasona e do seu análogo 17-carboxilo androsteno |
| ES2184628B1 (es) * | 2001-07-26 | 2005-02-01 | Ragactives, S.L. | Procedimiento estereoselectivo para la produccion de 6alfa-fluorpregnanos intermedios. |
| DE60303687D1 (de) * | 2002-12-09 | 2006-04-27 | Sicor Inc | Prozess zur herstellung von 6 alpa-fluorierten pregnanen |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3465011A (en) * | 1966-11-09 | 1969-09-02 | American Home Prod | 11-oxygenated-8-iso steroids |
| US3513160A (en) * | 1968-02-01 | 1970-05-19 | American Home Prod | Process for the preparation of 9alpha-bromo-11beta - hydroxy - 17alpha,20;20,21-bisalkylenedioxy pregnanes |
| JPS5547700A (en) * | 1978-04-05 | 1980-04-04 | Prochem Ets | 33acetoxyy9 beta*11 betaaepoxyypregnaa 1*3*55triene and corresponding 3*55diene |
| NL187577C (nl) * | 1978-04-05 | 1991-11-18 | Sibla Srl | 3-acetoxy-9beta,11beta-epoxy-pregna-1,3,5-trienen, werkwijze voor de bereiding daarvan en werkwijze voor de bereiding van 6alfa-halogeen-pregna-1,4-dieen-3-onen. |
-
1978
- 1978-04-28 US US05/900,886 patent/US4188322A/en not_active Expired - Lifetime
-
1979
- 1979-04-18 GR GR58942A patent/GR65300B/el unknown
- 1979-04-20 GB GB7913838A patent/GB2019848B/en not_active Expired
- 1979-04-25 AT AT0311179A patent/AT367772B/de not_active IP Right Cessation
- 1979-04-25 ZA ZA791977A patent/ZA791977B/xx unknown
- 1979-04-26 HU HU79BA3776A patent/HU180678B/hu not_active IP Right Cessation
- 1979-04-26 DK DK173379A patent/DK173379A/da not_active IP Right Cessation
- 1979-04-26 ES ES479974A patent/ES479974A1/es not_active Expired
- 1979-04-26 DE DE2916889A patent/DE2916889C2/de not_active Expired
- 1979-04-26 CH CH395179A patent/CH639981A5/it not_active IP Right Cessation
- 1979-04-27 FR FR7910795A patent/FR2424286B1/fr not_active Expired
- 1979-04-27 BE BE0/194908A patent/BE875939A/xx not_active IP Right Cessation
- 1979-04-27 SU SU792764698A patent/SU993823A3/ru active
- 1979-04-27 PL PL1979215209A patent/PL117180B1/pl unknown
- 1979-04-27 SE SE7903713A patent/SE433083B/sv not_active IP Right Cessation
- 1979-04-27 NO NO791440A patent/NO153431C/no unknown
- 1979-04-27 CA CA000326574A patent/CA1159049A/en not_active Expired
- 1979-04-27 AU AU46455/79A patent/AU518893B2/en not_active Ceased
- 1979-04-27 PT PT69558A patent/PT69558A/pt unknown
- 1979-04-28 JP JP54052061A patent/JPS591720B2/ja not_active Expired
- 1979-05-01 NL NLAANVRAGE7903413,A patent/NL187533C/xx not_active IP Right Cessation
- 1979-08-08 IE IE869/79A patent/IE48329B1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NO153431B (no) | 1985-12-09 |
| NO791440L (no) | 1979-10-30 |
| NO153431C (no) | 1986-03-19 |
| ZA791977B (en) | 1980-06-25 |
| JPS591720B2 (ja) | 1984-01-13 |
| ATA311179A (de) | 1981-12-15 |
| BE875939A (fr) | 1979-08-16 |
| DK173379A (da) | 1979-10-29 |
| SE7903713L (sv) | 1979-10-29 |
| NL187533B (nl) | 1991-06-03 |
| FR2424286B1 (fr) | 1986-01-17 |
| PL117180B1 (en) | 1981-07-31 |
| AT367772B (de) | 1982-07-26 |
| US4188322A (en) | 1980-02-12 |
| IE48329B1 (en) | 1984-12-12 |
| CH639981A5 (it) | 1983-12-15 |
| PT69558A (en) | 1979-05-01 |
| IE790869L (en) | 1979-10-28 |
| CA1159049A (en) | 1983-12-20 |
| SU993823A3 (ru) | 1983-01-30 |
| GB2019848B (en) | 1983-01-26 |
| HU180678B (en) | 1983-04-29 |
| DE2916889A1 (de) | 1979-11-08 |
| GB2019848A (en) | 1979-11-07 |
| FR2424286A1 (fr) | 1979-11-23 |
| GR65300B (en) | 1980-08-01 |
| JPS54157554A (en) | 1979-12-12 |
| PL215209A1 (es) | 1980-01-28 |
| NL7903413A (nl) | 1979-10-30 |
| AU4645579A (en) | 1979-11-01 |
| AU518893B2 (en) | 1981-10-22 |
| DE2916889C2 (de) | 1985-11-28 |
| SE433083B (sv) | 1984-05-07 |
| NL187533C (nl) | 1991-11-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |
Effective date: 19960506 |