WO2014108795A9 - An improved process for the preparation of chiral diol sulfones and statins - Google Patents

An improved process for the preparation of chiral diol sulfones and statins Download PDF

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Publication number
WO2014108795A9
WO2014108795A9 PCT/IB2014/000017 IB2014000017W WO2014108795A9 WO 2014108795 A9 WO2014108795 A9 WO 2014108795A9 IB 2014000017 W IB2014000017 W IB 2014000017W WO 2014108795 A9 WO2014108795 A9 WO 2014108795A9
Authority
WO
WIPO (PCT)
Prior art keywords
improved process
statins
preparation
chiral diol
diol sulfones
Prior art date
Application number
PCT/IB2014/000017
Other languages
French (fr)
Other versions
WO2014108795A2 (en
WO2014108795A3 (en
WO2014108795A8 (en
Inventor
Sukumar Nandi
Vijay Kumar Handa
Balanarasimha Reddy Gona
Shanthan Kumar Reddy KANKANALA
Sivakumaran Meenakshisunderam
Original Assignee
Aurobindo Pharma Limited
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 Aurobindo Pharma Limited filed Critical Aurobindo Pharma Limited
Publication of WO2014108795A2 publication Critical patent/WO2014108795A2/en
Publication of WO2014108795A3 publication Critical patent/WO2014108795A3/en
Publication of WO2014108795A8 publication Critical patent/WO2014108795A8/en
Publication of WO2014108795A9 publication Critical patent/WO2014108795A9/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
    • C07D239/12—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention relates to an improved process to prepare chiral diol sulfones of formula (I), wherein R1 and R2 each independently represent group selected from C1-4 alkyl, C1-4 alkenyl, C3-6 cycloalkyl, C6-10 aryl or C7-12 aralkyl, each of R1 and R2 may be substituted and wherein R1 and R2 may form a ring together with the C-atom; R3 represents group selected from C1-5 alkyl, aryl or aralkyl.
PCT/IB2014/000017 2013-01-10 2014-01-06 An improved process for the preparation of chiral diol sulfones and statins WO2014108795A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN158CH2013 2013-01-10
IN158/CHE/2013 2013-01-10
IN2489/CHE/2013 2013-06-06
IN2489CH2013 2013-06-06

Publications (4)

Publication Number Publication Date
WO2014108795A2 WO2014108795A2 (en) 2014-07-17
WO2014108795A3 WO2014108795A3 (en) 2014-10-30
WO2014108795A8 WO2014108795A8 (en) 2015-02-19
WO2014108795A9 true WO2014108795A9 (en) 2015-10-29

Family

ID=50114433

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2014/000017 WO2014108795A2 (en) 2013-01-10 2014-01-06 An improved process for the preparation of chiral diol sulfones and statins

Country Status (1)

Country Link
WO (1) WO2014108795A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104513232A (en) * 2015-01-08 2015-04-15 苏州莱克施德药业有限公司 Preparation process for rosuvastatin ethyl ester
CN105037331B (en) * 2015-06-17 2018-02-09 浙江科技学院 The preparation method of Rosuvastatin intermediate
CN107298675B (en) * 2017-06-19 2020-08-11 浙江美诺华药物化学有限公司 Preparation method of rosuvastatin calcium intermediate
CN109574939B (en) * 2017-09-28 2022-05-27 安徽省庆云医药股份有限公司 Preparation method of rosuvastatin sodium
CN108358868B (en) * 2018-04-17 2021-10-29 同济大学 Preparation method of 2-substituted benzothiazole compound
CN110724133B (en) * 2019-10-30 2022-09-13 江苏阿尔法药业股份有限公司 Preparation method of pitavastatin calcium intermediate
CN112028881B (en) * 2020-09-02 2023-08-15 能特科技有限公司 Synthesis method of rosuvastatin calcium higher intermediate R-1
CN112159403B (en) * 2020-09-30 2022-04-15 复旦大学 Preparation method of key intermediate for synthesizing statins
CN112679490A (en) * 2021-01-28 2021-04-20 安徽美诺华药物化学有限公司 Chiral side chain of rosuvastatin calcium containing sulfone structure and preparation method and application thereof
CN113754650B (en) * 2021-08-06 2023-10-20 湖北宇阳药业有限公司 High-selectivity synthesis method of rosuvastatin calcium intermediate

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2648897B2 (en) 1991-07-01 1997-09-03 塩野義製薬株式会社 Pyrimidine derivatives
GB9903472D0 (en) 1999-02-17 1999-04-07 Zeneca Ltd Chemical process
HUP0401724A2 (en) * 2001-06-06 2004-12-28 Bristol-Myers Squibb Co. Process for preparing chiral diol sulfones and dihydroxy acid hmg coa reductase inhibitors
CZ304171B6 (en) * 2011-12-16 2013-12-04 Zentiva, K.S. Process for preparing protected chiral sulfone-diols

Also Published As

Publication number Publication date
WO2014108795A2 (en) 2014-07-17
WO2014108795A3 (en) 2014-10-30
WO2014108795A8 (en) 2015-02-19

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