AR007485A1 - Proceso para la preparacion de 17 esteres de 9 alfa-21 dihalo pregnan-11 beta, 17 alfa-diol-20 onas - Google Patents

Proceso para la preparacion de 17 esteres de 9 alfa-21 dihalo pregnan-11 beta, 17 alfa-diol-20 onas

Info

Publication number
AR007485A1
AR007485A1 ARP970102805A ARP970102805A AR007485A1 AR 007485 A1 AR007485 A1 AR 007485A1 AR P970102805 A ARP970102805 A AR P970102805A AR P970102805 A ARP970102805 A AR P970102805A AR 007485 A1 AR007485 A1 AR 007485A1
Authority
AR
Argentina
Prior art keywords
alpha
beta
pregnane
diol
halo
Prior art date
Application number
ARP970102805A
Other languages
English (en)
Original Assignee
Schering Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Schering Corp filed Critical Schering Corp
Publication of AR007485A1 publication Critical patent/AR007485A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/008—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21
    • C07J7/0085—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21 by an halogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • 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)

Abstract

Un proceso para la preparación de 17 -ésteres de 9 alfa, 21 dihalo pregnan- 11 beta, 17 alfa-diol-20 ona de la fórmula (I) en donde RCO es un grupo acilocarboxílico; R1 es hidrógeno o un grupo alquilo, R2 es O, hidrógeno, alquilo o halógeno, R3 esh alógeno y las líneas punteadas representan dobles enlacesopcionales, caracterizado porque comprende: (1) reaccionar 9 alfa, 11 beta- epoxi-pregnano-17 alfa, 21-diol-20-ona con un exceso de un haluro de sulfonio,orgánico (aromático o alquilo),en la presencia de una trialquilamina y un solvente orgánico inerte para formar el éster 21 sulfonato, y luego agregandoa la mezcla de reacción un alcohol en una cantidad sustancialmente equivalente al exceso de haluro de sulfonio, paraproducir u na 9 alfa-11 beta-epoxi-21-halo-pregnano-17 alfa- ol-20-ona; (2) reaccionar la resultante 9 beta, 11 beta- epoxi-21-halo-pregnano-17 alfa-ol-20-ona con un anhídrido, cloruro o bromuro deun ácido carboxílico en presencia de unatrialquilamina, par a formar el 17 éster de 9 beta, 11 beta-epoxi-21-halo-pregnano-17-alfa-ol-20-ona; y luego (3)reaccionar el éster 9 beta, 11 beta-epoxiu-21-halo-pregnano-17 alfa-ol-20-ona resultante con haluro de hidrógeno acuoso enpresencia de un solvente or gánicoinerte para formar el 17 éster de 9 alfa, 21 dihalo pregnano-11 beta, 17 alfa- diol-20-onas.
ARP970102805A 1996-06-28 1997-06-25 Proceso para la preparacion de 17 esteres de 9 alfa-21 dihalo pregnan-11 beta, 17 alfa-diol-20 onas AR007485A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US67286196A 1996-06-28 1996-06-28

Publications (1)

Publication Number Publication Date
AR007485A1 true AR007485A1 (es) 1999-10-27

Family

ID=24700321

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP970102805A AR007485A1 (es) 1996-06-28 1997-06-25 Proceso para la preparacion de 17 esteres de 9 alfa-21 dihalo pregnan-11 beta, 17 alfa-diol-20 onas

Country Status (21)

Country Link
EP (1) EP0923599B1 (es)
JP (3) JP4269110B2 (es)
KR (1) KR100441187B1 (es)
CN (1) CN1158296C (es)
AR (1) AR007485A1 (es)
AT (1) ATE212035T1 (es)
AU (1) AU725606B2 (es)
BR (1) BR9710081A (es)
CA (1) CA2258681C (es)
CZ (1) CZ293944B6 (es)
DE (1) DE69709655T2 (es)
DK (1) DK0923599T3 (es)
ES (1) ES2166549T3 (es)
HK (1) HK1017899A1 (es)
IL (1) IL127782A (es)
NO (1) NO312367B1 (es)
NZ (1) NZ333410A (es)
PL (1) PL185637B1 (es)
PT (1) PT923599E (es)
SK (1) SK283666B6 (es)
WO (1) WO1998000437A1 (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ500555A (en) * 1999-08-02 2000-11-24 Hovione Int Ltd Process for the preparation of mometasone furoate
PT102405A (pt) * 2000-01-20 2001-07-31 Hovione Farmaciencia Sa Processo para a preparacao de mometasona
CN100436473C (zh) * 2005-12-09 2008-11-26 天津药业集团有限公司 糠酸莫美他松中间体21-酯及制法
CN100389121C (zh) * 2005-12-09 2008-05-21 天津药业集团有限公司 糠酸莫美他松中间体21-羟的制备方法
CN105566437B (zh) * 2015-12-30 2018-07-20 山东京卫制药有限公司 一种8dm衍生物及利用其合成糠酸莫米松的方法
CN107266519B (zh) * 2016-04-08 2021-06-29 天津金耀集团有限公司 一种9β，11β-环氧-17α-羟基-16α-甲基-21-氯代-1，4孕甾二烯-3，20-二酮新晶型及其制备方法
CN107266518B (zh) * 2016-04-08 2021-03-30 天津金耀集团有限公司 一种糠酸莫米松晶型及其制备方法
CN106279340B (zh) * 2016-08-10 2018-07-20 山东京卫制药有限公司 一种合成糠酸莫米松或其一水合物的方法
CN107951893B (zh) * 2016-10-18 2022-04-26 天津金耀集团有限公司 一种糠酸莫米松粉吸入剂组合物
CN109206468B (zh) * 2017-06-30 2023-06-27 天津药业研究院股份有限公司 一种糠酸莫米松的制备方法
CN109206466B (zh) * 2017-06-30 2022-08-09 天津药业研究院股份有限公司 一种甾体21位羟基氯代或溴代方法
CN109517019B (zh) * 2017-09-18 2021-12-07 华东师范大学 一种3β-乙酰氧基雄甾-5-烯-17-酮加成反应副产物的再利用方法
CN112110975A (zh) * 2019-06-21 2020-12-22 河南利华制药有限公司 一种一勺烩工艺合成糠酸莫米松的方法
CN112110972B (zh) * 2019-06-21 2022-03-18 河南利华制药有限公司 一种氯倍他索丙酸酯的制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2713587A (en) * 1952-03-08 1955-07-19 Searle & Co 11, 17-dihydroxy-4-pregnene-3, 20-dione
US2793207A (en) * 1954-11-01 1957-05-21 Searle & Co Steroidal thiazole derivatives
US3440252A (en) * 1965-06-23 1969-04-22 Glaxo Lab Ltd Preparation of 21-deoxy steroids
US3502700A (en) * 1967-01-19 1970-03-24 Squibb & Sons Inc 17-esters of 9alpha,21-dihalo-11beta,17alpha-dihydroxyprogesterones
DE3260474D1 (en) * 1981-02-02 1984-09-06 Schering Corp Aromatic heterocyclic esters of steroids, their preparation and pharmaceutical compositions containing them

Also Published As

Publication number Publication date
NO312367B1 (no) 2002-04-29
KR100441187B1 (ko) 2004-11-03
SK283666B6 (sk) 2003-11-04
PL185637B1 (pl) 2003-06-30
CN1158296C (zh) 2004-07-21
PT923599E (pt) 2002-06-28
JP5061061B2 (ja) 2012-10-31
ES2166549T3 (es) 2002-04-16
DK0923599T3 (da) 2002-04-22
PL330843A1 (en) 1999-06-07
CZ293944B6 (cs) 2004-08-18
SK177898A3 (en) 2000-04-10
EP0923599A1 (en) 1999-06-23
CN1228782A (zh) 1999-09-15
NZ333410A (en) 2000-06-23
DE69709655T2 (de) 2002-09-12
AU725606B2 (en) 2000-10-12
JP2009035552A (ja) 2009-02-19
CZ417798A3 (cs) 1999-05-12
AU3483597A (en) 1998-01-21
IL127782A0 (en) 1999-10-28
KR20000022547A (ko) 2000-04-25
HK1017899A1 (en) 1999-12-03
CA2258681A1 (en) 1998-01-08
CA2258681C (en) 2006-11-14
NO986086L (no) 1999-02-16
BR9710081A (pt) 1999-08-10
JP4269110B2 (ja) 2009-05-27
IL127782A (en) 2004-06-20
ATE212035T1 (de) 2002-02-15
JP2012149076A (ja) 2012-08-09
EP0923599B1 (en) 2002-01-16
DE69709655D1 (de) 2002-02-21
WO1998000437A1 (en) 1998-01-08
JP2000514058A (ja) 2000-10-24
NO986086D0 (no) 1998-12-23

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