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EP1926709A4 - Process for the preparation of chiral 3-hydroxy pyrrolidine compound and derivatives thereof having high optical purity - Google Patents

Process for the preparation of chiral 3-hydroxy pyrrolidine compound and derivatives thereof having high optical purity

Info

Publication number
EP1926709A4
EP1926709A4 EP06783728A EP06783728A EP1926709A4 EP 1926709 A4 EP1926709 A4 EP 1926709A4 EP 06783728 A EP06783728 A EP 06783728A EP 06783728 A EP06783728 A EP 06783728A EP 1926709 A4 EP1926709 A4 EP 1926709A4
Authority
EP
European Patent Office
Prior art keywords
chiral
derivatives
preparation
optical purity
high optical
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.)
Withdrawn
Application number
EP06783728A
Other languages
German (de)
French (fr)
Other versions
EP1926709A1 (en
Inventor
Chung-Woo Lim
Chang Jin Boo
Ki Hyun Kim
Seong-Jin Kim
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.)
RSTECH Corp
Original Assignee
RSTECH CORP
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 RSTECH CORP filed Critical RSTECH CORP
Priority claimed from KR1020060080184A external-priority patent/KR100743617B1/en
Publication of EP1926709A1 publication Critical patent/EP1926709A1/en
Publication of EP1926709A4 publication Critical patent/EP1926709A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D207/12Oxygen or sulfur atoms
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP06783728A 2005-08-25 2006-08-24 Process for the preparation of chiral 3-hydroxy pyrrolidine compound and derivatives thereof having high optical purity Withdrawn EP1926709A4 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
KR20050078199 2005-08-25
PCT/KR2006/003341 WO2007024113A1 (en) 2005-08-25 2006-08-24 Process for the preparation of chiral 3-hydroxy pyrrolidine compound and derivatives thereof having high optical purity
KR1020060080184A KR100743617B1 (en) 2005-08-25 2006-08-24 Process for the preparation of chiral 3-hydroxy pyrrolidine compound and derivatives thereof having high optical purity

Publications (2)

Publication Number Publication Date
EP1926709A1 EP1926709A1 (en) 2008-06-04
EP1926709A4 true EP1926709A4 (en) 2009-06-24

Family

ID=37771815

Family Applications (1)

Application Number Title Priority Date Filing Date
EP06783728A Withdrawn EP1926709A4 (en) 2005-08-25 2006-08-24 Process for the preparation of chiral 3-hydroxy pyrrolidine compound and derivatives thereof having high optical purity

Country Status (2)

Country Link
EP (1) EP1926709A4 (en)
WO (1) WO2007024113A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2361244B1 (en) 2008-11-24 2013-07-10 Council of Scientific & Industrial Research A process for the preparation of optically active n-benzyl-3 hydroxypyrrolidines
CN111518015A (en) * 2020-05-20 2020-08-11 上海合全药物研发有限公司 Preparation method of tert-butyl-8-oxylidene-2-azaspiro [4.5] decane-2-formic acid ester
CN111763228A (en) * 2020-08-03 2020-10-13 连云港宏业化工有限公司 Synthesis method of (3S) -4-chloro-3- [ (trimethylsilyl) oxy ] butyronitrile
WO2025087822A1 (en) 2023-10-23 2025-05-01 F. Hoffmann-La Roche Ag New process for the preparation of (3r)-fluoropyrrolidine hydrochloride

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0269258A2 (en) * 1986-10-27 1988-06-01 A.H. Robins Company, Incorporated Process for the preparation of a pyrrolidinol compound

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3823187A (en) 1972-06-19 1974-07-09 Bristol Myers Co Production of l(-)-gamma-amino-alpha-hydroxybutyric acid
JPS6163652A (en) 1984-09-04 1986-04-01 Yamanouchi Pharmaceut Co Ltd Preparation of (s)-(-)-1-benzyl-3-hydroxypyrrolidine
JP2703768B2 (en) 1987-11-28 1998-01-26 鐘淵化学工業株式会社 Method for producing optically active 3-hydroxypyrrolidine derivative
IE62338B1 (en) 1988-06-22 1995-01-25 Kanegafuchi Chemical Ind Process for preparing 3-pyrrolidinol
US5233053A (en) 1989-03-17 1993-08-03 Pfizer Inc. Pyrrolidine derivatives
JP2735326B2 (en) 1989-12-02 1998-04-02 鐘淵化学工業株式会社 Method for producing 3-pyrrolidinol
GB8928042D0 (en) 1989-12-12 1990-02-14 Pfizer Ltd Muscarinic receptor antagonists
JPH0776209B2 (en) 1990-04-11 1995-08-16 高砂香料工業株式会社 Process for producing optically active 3-hydroxypyrrolidine derivative
JPH04131093A (en) 1990-09-19 1992-05-01 Denki Kagaku Kogyo Kk Production of mixture
US5237088A (en) 1992-03-25 1993-08-17 E. I. Du Pont De Nemours And Company Transfer hydrogenation of nitriles using amine donors
JP3159800B2 (en) 1992-08-28 2001-04-23 ダイセル化学工業株式会社 Optical isomer separation method
JPH06141876A (en) 1992-11-10 1994-05-24 Kyowa Hakko Kogyo Co Ltd Process for producing optically active N-benzyl-3-pyrrolidinol
JPH06211782A (en) 1993-01-19 1994-08-02 Denki Kagaku Kogyo Kk Method for separating alcohol and its derivative from each other
BE1007297A3 (en) 1993-07-19 1995-05-09 Dsm Nv OPTICAL METHOD FOR THE PREPARATION OF ACTIVE alcohols and esters, alcohols and esters APPLIED AND WILLING TO SUCH METHODS.
JP3346852B2 (en) 1993-10-26 2002-11-18 松下電工株式会社 Pulse detection device
KR100369271B1 (en) 1993-12-28 2003-08-25 로디아 쉬미 Preparation of catalyst for hydrogenation of nitrile with amine and use of dihydrogenation catalyst
EP1002871A1 (en) * 1998-11-17 2000-05-24 Eidgenössische Technische Hochschule (ETH) Zürich Process for preparing optically active 3-hydroxy-pyrrolidine derivatives by enzymatic hydroxylation
KR100461569B1 (en) * 2002-05-20 2004-12-14 삼성정밀화학 주식회사 Process for producing optically pure 3-hydroxy-pyrrolidine
KR100523321B1 (en) * 2002-12-27 2005-10-24 한국화학연구원 Process for producing 4-hydroxy-2-pyrrolidinone
KR100572687B1 (en) * 2004-05-25 2006-04-24 주식회사 알에스텍 Method for preparing optically pure 4-hydroxy-2-oxo-1-pyrrolidineacetamide

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0269258A2 (en) * 1986-10-27 1988-06-01 A.H. Robins Company, Incorporated Process for the preparation of a pyrrolidinol compound

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
HARRIS B D ET AL: "SYNTHESIS OF 3S-PYRROLIDINOL FROM L-GLUTAMIC ACID", SYNTHETIC COMMUNICATIONS, TAYLOR & FRANCIS GROUP, PHILADELPHIA, PA, vol. 16, no. 14, 1 January 1986 (1986-01-01), pages 1815 - 1822, XP008075594, ISSN: 0039-7911 *
MURAHASHI S-I ET AL: "Synthesis of (R)- and (S)-3-(tert-butyldimethylsilyloxy)-1-pyrroline N-oxides -- chiral nitrones for synthesis of biologically active pyrrolidine derivative, Geissman-Waiss lactone", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, vol. 39, no. 18, 30 April 1998 (1998-04-30), pages 2765 - 2766, XP004113343, ISSN: 0040-4039 *
PELLEGATA R ET AL: "AN IMPROVED SYNTHESIS OF GAMMA-, DELTA-, AND EPSILON-LACTAMS", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE, 1 August 1978 (1978-08-01), pages 614 - 616, XP000673066, ISSN: 0039-7881 *
See also references of WO2007024113A1 *

Also Published As

Publication number Publication date
WO2007024113A1 (en) 2007-03-01
EP1926709A1 (en) 2008-06-04

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