CA2409614A1 - Separation of the enantiomers of piperidone derivatives with simultaneous racemisation in situ of the unwanted enantiomer - Google Patents

Separation of the enantiomers of piperidone derivatives with simultaneous racemisation in situ of the unwanted enantiomer Download PDF

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Publication number
CA2409614A1
CA2409614A1 CA002409614A CA2409614A CA2409614A1 CA 2409614 A1 CA2409614 A1 CA 2409614A1 CA 002409614 A CA002409614 A CA 002409614A CA 2409614 A CA2409614 A CA 2409614A CA 2409614 A1 CA2409614 A1 CA 2409614A1
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CA
Canada
Prior art keywords
enantiomers
simultaneous
racemisation
situ
separation
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.)
Granted
Application number
CA002409614A
Other languages
French (fr)
Other versions
CA2409614C (en
Inventor
Hermann Mueller-Boetticher
Gerd-Rainer Bressler
Paul Kreye
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.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2409614A1 publication Critical patent/CA2409614A1/en
Application granted granted Critical
Publication of CA2409614C publication Critical patent/CA2409614C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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, directly attached to ring carbon atoms
    • C07D211/74—Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The invention relates to a process which can be used on an industrial scale for dynamically separating the enantiomers of piperidone derivatives of general formula (1) (see formula 1) wherein R1, R2, R3 and n may have the meanings given in the specification and claims, with simultaneous in situ racemisation of the unreacted enantiomer.
CA 2409614 2000-06-16 2001-06-09 Separation of the enantiomers of piperidone derivatives with simultaneous racemisation in situ of the unwanted enantiomer Expired - Fee Related CA2409614C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10029851A DE10029851A1 (en) 2000-06-16 2000-06-16 Optical resolution of 2-substituted 4-piperidone derivatives, for use as pharmaceutical intermediates, by simultaneous formation of salt with optically active acid and racemization
DE10029851.6 2000-06-16
PCT/EP2001/006552 WO2001096306A1 (en) 2000-06-16 2001-06-09 Enantiomer separation of piperidone derivatives with simultaneous in situ racemization of the unwanted enantiomer

Publications (2)

Publication Number Publication Date
CA2409614A1 true CA2409614A1 (en) 2001-12-20
CA2409614C CA2409614C (en) 2008-08-05

Family

ID=7646064

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2409614 Expired - Fee Related CA2409614C (en) 2000-06-16 2001-06-09 Separation of the enantiomers of piperidone derivatives with simultaneous racemisation in situ of the unwanted enantiomer

Country Status (10)

Country Link
EP (1) EP1305287A1 (en)
JP (1) JP2004503539A (en)
KR (1) KR100863922B1 (en)
AR (1) AR028957A1 (en)
AU (1) AU2001270563A1 (en)
CA (1) CA2409614C (en)
DE (1) DE10029851A1 (en)
IL (2) IL153085A0 (en)
MX (1) MXPA02012301A (en)
WO (1) WO2001096306A1 (en)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0736724B2 (en) * 1992-08-07 1995-04-26 株式会社スリオンテック Seeding and raising seedling sheet using ultraviolet curing adhesive and method for producing the same
CA2200490C (en) * 1994-09-23 2007-01-09 Chiroscience Limited Racemisation and asymmetric transformation processes used in the manufacture of levobupivacaine and analogues thereof
DE19528472A1 (en) * 1995-08-03 1997-02-06 Boehringer Ingelheim Kg New process for the production of norbenzomorphan of an intermediate stage in the production of pharmaceutically valuable benzomorphan derivatives, in particular of (-) - (1R, 5S, S "R) -3'-hydroxy-2- (2-methoxypropyl -) - 5.9.9 -trimethyl-6.7 benzomorphan

Also Published As

Publication number Publication date
CA2409614C (en) 2008-08-05
MXPA02012301A (en) 2003-04-25
DE10029851A1 (en) 2001-12-20
IL153085A (en) 2008-11-26
AU2001270563A1 (en) 2001-12-24
IL153085A0 (en) 2003-06-24
KR20030016288A (en) 2003-02-26
AR028957A1 (en) 2003-05-28
EP1305287A1 (en) 2003-05-02
JP2004503539A (en) 2004-02-05
WO2001096306A1 (en) 2001-12-20
KR100863922B1 (en) 2008-10-17

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