CN1938268B - 用于合成维生素d类似物的中间体的新颖制备方法 - Google Patents

用于合成维生素d类似物的中间体的新颖制备方法 Download PDF

Info

Publication number
CN1938268B
CN1938268B CN200580009943XA CN200580009943A CN1938268B CN 1938268 B CN1938268 B CN 1938268B CN 200580009943X A CN200580009943X A CN 200580009943XA CN 200580009943 A CN200580009943 A CN 200580009943A CN 1938268 B CN1938268 B CN 1938268B
Authority
CN
China
Prior art keywords
general structure
compound
calcipotriol
defined above
protecting group
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 - Fee Related
Application number
CN200580009943XA
Other languages
English (en)
Chinese (zh)
Other versions
CN1938268A (zh
Inventor
E·T·汉森
T·P·萨布勒
M·J·卡尔弗利
H·佩得森
H-J·W·德森
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Leo Pharma AS
Original Assignee
Leo Pharma AS
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 Leo Pharma AS filed Critical Leo Pharma AS
Publication of CN1938268A publication Critical patent/CN1938268A/zh
Application granted granted Critical
Publication of CN1938268B publication Critical patent/CN1938268B/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C401/00Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/72Benzo[c]thiophenes; Hydrogenated benzo[c]thiophenes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/02Systems containing only non-condensed rings with a three-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN200580009943XA 2004-04-02 2005-03-23 用于合成维生素d类似物的中间体的新颖制备方法 Expired - Fee Related CN1938268B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US55854604P 2004-04-02 2004-04-02
US60/558,546 2004-04-02
PCT/DK2005/000203 WO2005095336A2 (en) 2004-04-02 2005-03-23 Novel method for the preparation of intermediates useful for the synthesis of vitamin d analogues

Publications (2)

Publication Number Publication Date
CN1938268A CN1938268A (zh) 2007-03-28
CN1938268B true CN1938268B (zh) 2010-06-02

Family

ID=34961754

Family Applications (1)

Application Number Title Priority Date Filing Date
CN200580009943XA Expired - Fee Related CN1938268B (zh) 2004-04-02 2005-03-23 用于合成维生素d类似物的中间体的新颖制备方法

Country Status (18)

Country Link
US (1) US20070135395A1 (enExample)
EP (1) EP1735276B1 (enExample)
JP (1) JP4744507B2 (enExample)
KR (1) KR20070056001A (enExample)
CN (1) CN1938268B (enExample)
AR (1) AR048462A1 (enExample)
AT (1) ATE498609T1 (enExample)
BR (1) BRPI0508704A (enExample)
CA (1) CA2561590C (enExample)
DE (2) DE05715124T1 (enExample)
ES (1) ES2361389T3 (enExample)
IL (1) IL177357A (enExample)
MX (1) MXPA06010824A (enExample)
MY (1) MY146099A (enExample)
RU (1) RU2378252C2 (enExample)
TW (1) TWI322800B (enExample)
UA (1) UA94568C2 (enExample)
WO (1) WO2005095336A2 (enExample)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1948283B (zh) * 2005-10-14 2010-12-29 台耀化学股份有限公司 维生素d衍生物的制备方法
BRPI0621471A2 (pt) * 2006-03-17 2012-09-11 Leo Pharma As métodos de isomerização de uma solução de um derivado de vitamina d, para produzir e preparar calcipotriol ou monoidrato de calcipotriol, e para a fabricação de uma formulação farmacêutica ou medicamento, e, uso de um reator foto-reator de fluxo direto ou foto-reator de fluxo contìnuo
WO2009057136A2 (en) * 2007-08-03 2009-05-07 Glenmark Generics Limited Epimerization by stereoselective synthesis of vitamin d analogues
WO2009153782A1 (en) * 2008-06-17 2009-12-23 Ben Gurion University Of The Negev R&D Authority Substituted cyclohexylidene-ethylidene-octahydro-indene compounds
WO2011002756A2 (en) * 2009-07-01 2011-01-06 Vitamin Derivatives, Inc. Vitamin d compounds and methods for preparing same
CN101607932B (zh) * 2009-07-23 2012-05-09 青岛正大海尔制药有限公司 一种光化学反应制备骨化三醇的方法及其装置
CN103980172A (zh) * 2014-04-26 2014-08-13 湖南华腾制药有限公司 一种1α,25-二羟基维生素D2的制备方法
CN103980173A (zh) * 2014-04-26 2014-08-13 湖南华腾制药有限公司 一种帕立骨化醇中间体的制备方法
CN105624215B (zh) * 2014-10-27 2020-10-27 天津金耀集团有限公司 一种卡泊三醇合成新方法
CN104447211A (zh) * 2014-12-12 2015-03-25 重庆华邦制药有限公司 维生素d类药物的中间体化合物及制备方法
CN105777665B (zh) * 2014-12-17 2018-11-06 上虞京新药业有限公司 卡泊三醇的中间体化合物及其制备方法
ES2575744B1 (es) * 2014-12-30 2017-02-09 Laboratorios Viñas S.A. Procedimiento para proteger derivados de vitamina D con SO2 y uso correspondiente
CN106905358B (zh) * 2015-12-23 2020-12-01 重庆华邦胜凯制药有限公司 一种制备维生素d3类似物中间体的方法
CN105717206B (zh) * 2016-01-27 2018-02-06 重庆华邦制药有限公司 分离测定卡泊三醇中间体f及其杂质的方法
CN107643354B (zh) * 2016-07-22 2022-02-01 重庆华邦胜凯制药有限公司 卡泊三醇起始原料a及相关杂质的分离与测定方法
ES2674336B1 (es) * 2016-12-28 2019-04-11 Laboratorios Vinas S A Procedimiento para reducir derivados carbonilicos de vitamina d y uso correspondiente
CN113845541B (zh) * 2021-10-19 2023-11-07 重庆华邦胜凯制药有限公司 一种制备维生素d3类似物的方法
CN116396268A (zh) * 2021-12-27 2023-07-07 上海信谊万象药业股份有限公司 一种阿法骨化醇中间体合成方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07100685B2 (ja) * 1985-08-02 1995-11-01 レオ・ファ−マシュ−ティカル・プロダクツ・リミテッド・エイ/エス(レ−ベンス・ケミスケ・ファブリック・プロデュクチオンスアクチ−セルスカブ) 新規ビタミンd類似体
US5244104A (en) * 1992-01-02 1993-09-14 Sias Equipment Company Drying rack and spacer
US5247104A (en) * 1992-11-04 1993-09-21 Wisconsin Alumni Research Foundation Preparation of 1α, 24-dihydroxyvitamin D analogs
JPH08325226A (ja) * 1995-05-30 1996-12-10 Teijin Ltd ビタミンd3 誘導体の製造法
PL376148A1 (en) * 2002-10-23 2005-12-27 Leo Pharma A/S Vitamin d analogues, compositions comprising said analogues and their use
ES2233209B1 (es) * 2003-11-28 2006-04-01 Laboratorios Viñas S.A. Compuestos monohalogenovinilderivados de vitamina d.
JP4667450B2 (ja) * 2004-03-18 2011-04-13 レオ ファーマ アクティーゼルスカブ ビタミンd類似体の立体選択的合成

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
CALVERLEY M J.SYNTHESIS OF MC 903, A OLOGICALLY ACTIVEVITAMIN D METABOLITE ANALOGUE.TETRAHEDRON,vol. 43, ,no. 20,.1987,vol. 43,(,no. 20,),pages 4609-4619,.
CALVERLEY M J.SYNTHESIS OF MC 903, A OLOGICALLY ACTIVEVITAMIN D METABOLITE ANALOGUE.TETRAHEDRON,vol. 43, ,no. 20,.1987,vol. 43,(,no. 20,),pages 4609-4619,. *
RESUL B ET AL.PHENYL-SUBSTITUTED PROSTAGLANDINS: POTENTAND SELECTIVE ANTIGLAUCOMA AGENTS.JOURNAL OF MEDICINAL CHEMISTRY, 36.1993,(36),243-248.
RESUL B ET AL.PHENYL-SUBSTITUTED PROSTAGLANDINS: POTENTAND SELECTIVE ANTIGLAUCOMA AGENTS.JOURNAL OF MEDICINAL CHEMISTRY, 36.1993,(36),243-248. *
STEINMEYER ANDREAS ET AL.Synthesis and biologicalactivities of a new series of secosteroids: Vitamin Dphosphonate hybrids.STEROIDS,vol. 66, no. 3-5.2001,vol. 66,(no. 3-5),pages 257-266,.
STEINMEYER ANDREAS ET AL.Synthesis and biologicalactivities of a new series of secosteroids: Vitamin Dphosphonate hybrids.STEROIDS,vol. 66, no. 3-5.2001,vol. 66,(no. 3-5),pages 257-266,. *

Also Published As

Publication number Publication date
TWI322800B (en) 2010-04-01
WO2005095336A2 (en) 2005-10-13
MY146099A (en) 2012-06-29
CN1938268A (zh) 2007-03-28
DE602005026378D1 (de) 2011-03-31
KR20070056001A (ko) 2007-05-31
EP1735276A2 (en) 2006-12-27
CA2561590C (en) 2008-11-18
AR048462A1 (es) 2006-04-26
JP2007530602A (ja) 2007-11-01
RU2378252C2 (ru) 2010-01-10
HK1098124A1 (en) 2007-07-13
US20070135395A1 (en) 2007-06-14
EP1735276B1 (en) 2011-02-16
CA2561590A1 (en) 2005-10-13
UA94568C2 (ru) 2011-05-25
BRPI0508704A (pt) 2007-08-07
ATE498609T1 (de) 2011-03-15
RU2006138613A (ru) 2008-05-10
IL177357A (en) 2008-04-13
JP4744507B2 (ja) 2011-08-10
WO2005095336A3 (en) 2005-11-10
TW200613257A (en) 2006-05-01
ES2361389T3 (es) 2011-06-16
MXPA06010824A (es) 2007-01-17
DE05715124T1 (de) 2008-02-21

Similar Documents

Publication Publication Date Title
CN1938268B (zh) 用于合成维生素d类似物的中间体的新颖制备方法
CN105418567B (zh) 贝前列素的生产方法
US8759555B2 (en) Stereoselective synthesis of vitamin D analogues
KR100859277B1 (ko) 비타민 d 유사체의 입체선택적 합성
EP1789384B1 (en) Epimerisation of allylic alcohols
HK1098124B (en) Novel method for the preparation of intermediates useful for the synthesis of vitamin d analogues
JP2009508813A (ja) 1α−フルオロー25−ヒドロキシ−16−23E−ジエン−26,27−ビスホモ−20−エピ−コレカルシフェロールの合成
HK1098122B (en) Stereoselective synthesis of vitamin d analogues
Mason Exploring cyclizations of planar chiral η-4 iron (0) tricarbonyl diene complexes
Wai Total Synthesis of (±)-palauolide,(±)-isolinaridiol and (±)-isolinaridiol Diacetate
PL216135B1 (pl) Nowe syntony i ich zastosowanie do otrzymywania pochodnych 19-nor witamin D
White New methods for medium ring synthesis: Towards the total synthesis of clavirolide B
MXPA06009372A (en) Stereoselective synthesis of vitamin d analogues
WO2008091686A2 (en) SYNTHESIS OF 1α-FLUORO-25-HYDROXY-16-23E-DIENE-26,27-BISHOMO-20-EPI-CHOLECALCIFEROL

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
REG Reference to a national code

Ref country code: HK

Ref legal event code: DE

Ref document number: 1098124

Country of ref document: HK

C14 Grant of patent or utility model
GR01 Patent grant
REG Reference to a national code

Ref country code: HK

Ref legal event code: GR

Ref document number: 1098124

Country of ref document: HK

CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20100602