WO2007054974A3 - A green chemistry process for the preparation of pregnadiene esters - Google Patents

A green chemistry process for the preparation of pregnadiene esters Download PDF

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Publication number
WO2007054974A3
WO2007054974A3 PCT/IN2006/000399 IN2006000399W WO2007054974A3 WO 2007054974 A3 WO2007054974 A3 WO 2007054974A3 IN 2006000399 W IN2006000399 W IN 2006000399W WO 2007054974 A3 WO2007054974 A3 WO 2007054974A3
Authority
WO
WIPO (PCT)
Prior art keywords
esters
preparation
pregnadiene
green chemistry
chemistry process
Prior art date
Application number
PCT/IN2006/000399
Other languages
French (fr)
Other versions
WO2007054974A2 (en
WO2007054974B1 (en
Inventor
Ashish Ujagare
D A Kochrekar
Mathew C Uzagare
Original Assignee
Arch Pharmalab Ltd
Ashish Ujagare
D A Kochrekar
Mathew C Uzagare
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 Arch Pharmalab Ltd, Ashish Ujagare, D A Kochrekar, Mathew C Uzagare filed Critical Arch Pharmalab Ltd
Publication of WO2007054974A2 publication Critical patent/WO2007054974A2/en
Publication of WO2007054974A3 publication Critical patent/WO2007054974A3/en
Publication of WO2007054974B1 publication Critical patent/WO2007054974B1/en

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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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Abstract

A process for the preparation of Pregna-1, 4-diene - 3,20-dione-16,17-acetal-21 esters of Formula (I) by a green process chemistry using a combination of an ionic liquid, organic solvent optionally in the presence of an inorganic nitrite. Formula I, wherein R and R' represent a) R= H, R'-cyclohexyl or b) R=CO-CH (CH3) 2, R'=cyclohexyl or c) R=H, R'=CH2-CH2-CH3.
PCT/IN2006/000399 2005-09-28 2006-09-28 A green chemistry process for the preparation of pregnadiene esters WO2007054974A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1210MU2005 2005-09-28
IN1210/MUM/2005 2005-09-28

Publications (3)

Publication Number Publication Date
WO2007054974A2 WO2007054974A2 (en) 2007-05-18
WO2007054974A3 true WO2007054974A3 (en) 2007-08-30
WO2007054974B1 WO2007054974B1 (en) 2007-11-22

Family

ID=38023687

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2006/000399 WO2007054974A2 (en) 2005-09-28 2006-09-28 A green chemistry process for the preparation of pregnadiene esters

Country Status (1)

Country Link
WO (1) WO2007054974A2 (en)

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* Cited by examiner, † Cited by third party
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US20070020299A1 (en) 2003-12-31 2007-01-25 Pipkin James D Inhalant formulation containing sulfoalkyl ether cyclodextrin and corticosteroid
CA2700181A1 (en) 2007-10-04 2009-04-09 Astrazeneca Ab Steroidal [3, 2-c] pyrazole compounds, with glucocorticoid activity
EP2257568A1 (en) * 2008-02-27 2010-12-08 AstraZeneca AB 16 alpha, 17 alpa-acetal glucocorticosteroidal derivatives and their use
UY32520A (en) 2009-04-03 2010-10-29 Astrazeneca Ab COMPOUNDS THAT HAVE AGONIST ACTIVITY OF THE GLUCOCORTICOESTEROID RECEPTOR
CN101875681B (en) * 2010-06-22 2012-08-08 浙江工业大学 Synthetic method of 16alpha-hydroxy prednisonlone
US9109005B2 (en) 2012-02-23 2015-08-18 Boehringer Ingelheim International Gmbh Method for manufacturing of ciclesonide
CN106290695B (en) * 2015-06-25 2020-02-18 重庆华邦胜凯制药有限公司 Method for separating and measuring desonide and related impurities
CN109476699B (en) 2016-06-02 2021-10-12 艾伯维公司 Glucocorticoid receptor agonists and immunoconjugates thereof
KR20200095477A (en) 2017-12-01 2020-08-10 애브비 인코포레이티드 Glucocorticoid receptor agonists and immunoconjugates thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4124707A (en) * 1976-12-22 1978-11-07 Schering Corporation 7α-Halogeno-3,20-dioxo-1,4-pregnadienes, methods for their manufacture, their use as anti-inflammatory agents, and pharmaceutical formulations useful therefor
EP0164636A2 (en) * 1984-06-11 1985-12-18 SICOR Società Italiana Corticosteroidi S.p.A. A process for the preparation of 16,17 acetals of pregnane derivatives and compounds obtained therefrom
WO1994022899A1 (en) * 1993-04-02 1994-10-13 Byk Gulden Lomberg Chemische Fabrik Gmbh New prednisolone derivates
WO2002038584A1 (en) * 2000-11-10 2002-05-16 Altana Pharma Ag Process for the production of 16,17-[(cyclohexylmethylen)bis(oxy)]-11,21-dihydroxy-pregna-1,4-dien-3,20-dion or its 21-isobutyrat by transketalisation
DE10055820C1 (en) * 2000-11-10 2002-07-25 Byk Gulden Lomberg Chem Fab Preparation of 16,17-cyclohexylmethylene-dioxy-pregnadiene derivative, useful as glucocorticoid, by reacting 16,17-ketal with cyclohexylaldehyde to give high epimeric purity

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4124707A (en) * 1976-12-22 1978-11-07 Schering Corporation 7α-Halogeno-3,20-dioxo-1,4-pregnadienes, methods for their manufacture, their use as anti-inflammatory agents, and pharmaceutical formulations useful therefor
EP0164636A2 (en) * 1984-06-11 1985-12-18 SICOR Società Italiana Corticosteroidi S.p.A. A process for the preparation of 16,17 acetals of pregnane derivatives and compounds obtained therefrom
WO1994022899A1 (en) * 1993-04-02 1994-10-13 Byk Gulden Lomberg Chemische Fabrik Gmbh New prednisolone derivates
WO2002038584A1 (en) * 2000-11-10 2002-05-16 Altana Pharma Ag Process for the production of 16,17-[(cyclohexylmethylen)bis(oxy)]-11,21-dihydroxy-pregna-1,4-dien-3,20-dion or its 21-isobutyrat by transketalisation
DE10055820C1 (en) * 2000-11-10 2002-07-25 Byk Gulden Lomberg Chem Fab Preparation of 16,17-cyclohexylmethylene-dioxy-pregnadiene derivative, useful as glucocorticoid, by reacting 16,17-ketal with cyclohexylaldehyde to give high epimeric purity

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CUIHUA XUEBAO , 26(9), 815-818 CODEN: THHPD3; ISSN: 0253-9837, 1 September 2005 (2005-09-01) *
DATABASE CA1 [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 31 October 2005 (2005-10-31), ZHANG, FAN ET AL: "Acetalization of aldehydes (ketones) with diols catalyzed by Bronsted acidic ionic liquids", XP002439980, retrieved from STN Database accession no. 2005:1160197 *
WU H-H ET AL: "An efficient procedure for protection of carbonyls in Bronsted acidic ionic liquid [Hmim]BF4", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 45, no. 25, 14 June 2004 (2004-06-14), pages 4963 - 4965, XP004510985, ISSN: 0040-4039 *

Also Published As

Publication number Publication date
WO2007054974A2 (en) 2007-05-18
WO2007054974B1 (en) 2007-11-22

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