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WO2007052309A3 - Improved process for manufacturing statins - Google Patents

Improved process for manufacturing statins Download PDF

Info

Publication number
WO2007052309A3
WO2007052309A3 PCT/IN2006/000435 IN2006000435W WO2007052309A3 WO 2007052309 A3 WO2007052309 A3 WO 2007052309A3 IN 2006000435 W IN2006000435 W IN 2006000435W WO 2007052309 A3 WO2007052309 A3 WO 2007052309A3
Authority
WO
WIPO (PCT)
Prior art keywords
lovastatin
statins
manufacturing
improved process
isolating
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.)
Ceased
Application number
PCT/IN2006/000435
Other languages
French (fr)
Other versions
WO2007052309A2 (en
Inventor
Sanjay Suri
Tapan Kashyap
Girish Chandra Pundir
Netar Singh
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.)
Morepen Laboratories Ltd
Original Assignee
Morepen Laboratories Ltd
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 Morepen Laboratories Ltd filed Critical Morepen Laboratories Ltd
Publication of WO2007052309A2 publication Critical patent/WO2007052309A2/en
Publication of WO2007052309A3 publication Critical patent/WO2007052309A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, 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 or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/30—Oxygen atoms, e.g. delta-lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/30—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being unsaturated and containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/14—All rings being cycloaliphatic
    • C07C2602/26—All rings being cycloaliphatic the ring system containing ten carbon atoms
    • C07C2602/28—Hydrogenated naphthalenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)

Abstract

The present invention provides an improved process for manufacturing statins comprising the following steps (i) reacting lovastatin with butyl amine to produce lovastatin amide (ii) isolating lovastatin butylamide in solid form by crystallization, from organic solvent (iii) optionally subjecting to hydroxyl protection to get diprotected lovastatin butylamide, (iv) subjecting proteceted or unprotected amide so obtained to C-Methylation employing lithium pyrrolidide prepared in situ by reacting butyl lithium and pyrrolidine, isolating the title product by conventional methods, and converting to its pharmacologically acceptable salt by known methods.
PCT/IN2006/000435 2005-11-03 2006-11-01 Improved process for manufacturing statins Ceased WO2007052309A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2943/DEL/2005 2005-11-03
IN2943DE2005 2005-11-03

Publications (2)

Publication Number Publication Date
WO2007052309A2 WO2007052309A2 (en) 2007-05-10
WO2007052309A3 true WO2007052309A3 (en) 2008-01-17

Family

ID=38006317

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2006/000435 Ceased WO2007052309A2 (en) 2005-11-03 2006-11-01 Improved process for manufacturing statins

Country Status (1)

Country Link
WO (1) WO2007052309A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8852912B2 (en) 2009-04-01 2014-10-07 Danisco Us Inc. Compositions and methods comprising alpha-amylase variants with altered properties

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2024341B1 (en) 2006-05-03 2015-12-02 MSN Laboratories Private Limited Novel process for statins and its pharmaceutically acceptable salts thereof
US8404841B2 (en) 2006-10-09 2013-03-26 Msn Laboratories Limited Process for the preparation of statins and their pharmaceutically acceptable salts thereof
US8487105B2 (en) 2009-01-19 2013-07-16 Msn Laboratories Limited Process for preparing pitavastatin, intermediates and pharmaceuctically acceptable salts thereof
EP2526099B1 (en) 2010-01-18 2016-03-30 MSN Laboratories Limited Improved process for the preparation of amide intermediates and their use thereof
CN102532184B (en) * 2010-12-21 2015-04-29 北大方正集团有限公司 Dihydroxyl protection method of lovaamide and preparation method of simvastatin
CN108976190B (en) * 2017-12-21 2020-09-04 北大方正集团有限公司 Method for recovering lovastatin from lovastatin crystallization mother liquor

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6472542B1 (en) * 2001-11-29 2002-10-29 Fermic S.A. De C.V. Method for alkylating the alpha carbon of the 2-methylbutyrate secondary chain of lovastatin

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6472542B1 (en) * 2001-11-29 2002-10-29 Fermic S.A. De C.V. Method for alkylating the alpha carbon of the 2-methylbutyrate secondary chain of lovastatin

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8852912B2 (en) 2009-04-01 2014-10-07 Danisco Us Inc. Compositions and methods comprising alpha-amylase variants with altered properties

Also Published As

Publication number Publication date
WO2007052309A2 (en) 2007-05-10

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