YU93702A - Ciklični ketoni, njihovo dobijanje i upotreba u sintezi aminokiselina - Google Patents

Ciklični ketoni, njihovo dobijanje i upotreba u sintezi aminokiselina

Info

Publication number
YU93702A
YU93702A YU93702A YUP93702A YU93702A YU 93702 A YU93702 A YU 93702A YU 93702 A YU93702 A YU 93702A YU P93702 A YUP93702 A YU P93702A YU 93702 A YU93702 A YU 93702A
Authority
YU
Yugoslavia
Prior art keywords
formula
compound
give
trans
substituents
Prior art date
Application number
YU93702A
Other languages
English (en)
Inventor
David Clive Blakemore
Justin Stephen Bryans
Original Assignee
Warner-Lambert Company
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 Warner-Lambert Company filed Critical Warner-Lambert Company
Publication of YU93702A publication Critical patent/YU93702A/sh

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/28—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • C07C45/676—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton by elimination of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/395—Saturated compounds containing a keto group being part of a ring of a five-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41—Preparation of salts of carboxylic acids
    • C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/46—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings, e.g. cyclohexylphenylacetic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Daje se postupak za dobijanje enantiomerno cistog jedinjenja formule gde R i R' predstavljaju C1-C10alkil, C2-C10alkenil ili C3-C10cikloalkil, a klinaste oznake predstavljaju (S)- ili (R)-seroehemiju, dok su supstituenti u jedinjenju (II) u trans polozaju. Konjugovana adicija se obavlja izmedju organometalnog nukleofila koji daje grupu R, definisanu gore i (R)-4-acetoksiciklopent-2-o-1-ona, (S)-4-acetoksipciklopent-2-1-ona, ili slicnog jedinjenja u kome je acetoksi zamenjena sa drugom odlazecom grupom, dajuci npr. u slucaju acetoksi jedinjenja, trans-3,4- disupstituisani adicioni proizvod formule III ili IV; Acetil grupa se eliminise iz adicionog proizvoda, dajuci (R)- ili (S)-4-alkil ili 4-alkenil ciklopent-2-1-on jedinjenje, koje se zatim hidrogenuje dajuci ciklopentanon formule (I) ili konjugovanom adicijom drugog organometalnog nukleofila daje grupu R', definisanu gore, u jedinjenje gornje formule, moze se obaviti tako da daje trans-3,4-disupstituisani adicionl proizvod formule (II). Jedno od gornjih jedinjenja se moze konvertovati, npr. preko intermedijara (XV)-(XVIII) (gde supstituenti R i R' i klinaste oznake imaju znacenja data gore) u analog gabapentina, jedne od prikazanih formula, gde R i R' i klinaste oznake imaju znacenja data gore.
YU93702A 2000-06-28 2001-06-28 Ciklični ketoni, njihovo dobijanje i upotreba u sintezi aminokiselina YU93702A (sh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB0015771A GB2364049A (en) 2000-06-28 2000-06-28 Cyclic ketones and their use in the synthesis of amino acids

Publications (1)

Publication Number Publication Date
YU93702A true YU93702A (sh) 2006-08-17

Family

ID=9894534

Family Applications (1)

Application Number Title Priority Date Filing Date
YU93702A YU93702A (sh) 2000-06-28 2001-06-28 Ciklični ketoni, njihovo dobijanje i upotreba u sintezi aminokiselina

Country Status (24)

Country Link
US (2) US6872856B2 (sh)
EP (1) EP1296921A1 (sh)
JP (1) JP2004501884A (sh)
KR (1) KR100778953B1 (sh)
CN (1) CN1438985A (sh)
AP (1) AP2002002699A0 (sh)
AU (2) AU2001266208B2 (sh)
BR (1) BR0112076A (sh)
CA (1) CA2411808A1 (sh)
EA (1) EA200201202A1 (sh)
GB (1) GB2364049A (sh)
HR (1) HRP20021017A2 (sh)
HU (1) HUP0301306A2 (sh)
IL (2) IL153704A0 (sh)
IS (1) IS6636A (sh)
MA (1) MA26921A1 (sh)
MX (1) MXPA03000076A (sh)
NO (1) NO20026198D0 (sh)
NZ (1) NZ523218A (sh)
OA (1) OA12298A (sh)
PL (1) PL359107A1 (sh)
WO (1) WO2002000584A1 (sh)
YU (1) YU93702A (sh)
ZA (1) ZA200300243B (sh)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2364049A (en) * 2000-06-28 2002-01-16 Warner Lambert Co Cyclic ketones and their use in the synthesis of amino acids
US8048917B2 (en) 2005-04-06 2011-11-01 Xenoport, Inc. Prodrugs of GABA analogs, compositions and uses thereof
US6818787B2 (en) 2001-06-11 2004-11-16 Xenoport, Inc. Prodrugs of GABA analogs, compositions and uses thereof
US7186855B2 (en) 2001-06-11 2007-03-06 Xenoport, Inc. Prodrugs of GABA analogs, compositions and uses thereof
CA2615490A1 (en) * 2005-07-18 2007-01-25 Pharmacia & Upjohn Company Llc Stereoselective synthesis of 3,4-disubstituted cyclopentanones and related compounds
CN102190536A (zh) * 2010-03-08 2011-09-21 华东理工大学 一种有机催化烯酮与有机膦化合物不对称共轭加成的方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4087544A (en) * 1974-12-21 1978-05-02 Warner-Lambert Company Treatment of cranial dysfunctions using novel cyclic amino acids
DE2460891C2 (de) * 1974-12-21 1982-09-23 Gödecke AG, 1000 Berlin 1-Aminomethyl-1-cycloalkanessigsäuren und deren Ester, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel
US5254708A (en) * 1987-06-16 1993-10-19 Nissan Chemical Industries, Ltd. Substituted cyclic ketones, substituted cyclic enones, and process for producing the same
US5134238A (en) * 1990-05-24 1992-07-28 Brigham Young University Chiral copper amine complexes
US5480962A (en) 1993-07-22 1996-01-02 Eastman Chemical Company Copolyesters having repeat units derived from succinic acid
CN1303059C (zh) * 1997-10-27 2007-03-07 沃尼尔·朗伯公司 作为药物的环状氨基酸及其衍生物
GB2364049A (en) * 2000-06-28 2002-01-16 Warner Lambert Co Cyclic ketones and their use in the synthesis of amino acids

Also Published As

Publication number Publication date
KR100778953B1 (ko) 2007-11-27
BR0112076A (pt) 2003-09-02
NO20026198L (no) 2002-12-23
HUP0301306A2 (hu) 2003-08-28
NO20026198D0 (no) 2002-12-23
NZ523218A (en) 2004-06-25
AU6620801A (en) 2002-01-08
OA12298A (en) 2004-03-18
IL190490A0 (en) 2008-11-03
AU2001266208B2 (en) 2006-11-23
PL359107A1 (en) 2004-08-23
KR20030016311A (ko) 2003-02-26
GB0015771D0 (en) 2000-08-16
US20050215816A1 (en) 2005-09-29
CN1438985A (zh) 2003-08-27
HRP20021017A2 (en) 2004-02-29
JP2004501884A (ja) 2004-01-22
EA200201202A1 (ru) 2003-06-26
ZA200300243B (en) 2004-06-14
AP2002002699A0 (en) 2002-12-31
WO2002000584A1 (en) 2002-01-03
CA2411808A1 (en) 2002-01-03
MA26921A1 (fr) 2004-12-20
MXPA03000076A (es) 2003-10-15
IS6636A (is) 2002-11-28
IL153704A0 (en) 2003-07-06
US20030187296A1 (en) 2003-10-02
US6872856B2 (en) 2005-03-29
GB2364049A (en) 2002-01-16
EP1296921A1 (en) 2003-04-02

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