CA1083586A - Stereospecific synthesis of pyrrolidines - Google Patents

Stereospecific synthesis of pyrrolidines

Info

Publication number
CA1083586A
CA1083586A CA284,104A CA284104A CA1083586A CA 1083586 A CA1083586 A CA 1083586A CA 284104 A CA284104 A CA 284104A CA 1083586 A CA1083586 A CA 1083586A
Authority
CA
Canada
Prior art keywords
radical
carbon atoms
pyrrolidine
acid
formula
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.)
Expired
Application number
CA284,104A
Other languages
English (en)
French (fr)
Inventor
Henry Najer
Daniel C. L. Obitz
Jean-Pierre Kaplan
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.)
Synthelabo SA
Original Assignee
Synthelabo SA
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
Priority claimed from FR7623910A external-priority patent/FR2360572A1/fr
Priority claimed from FR7635476A external-priority patent/FR2372157A1/fr
Priority claimed from FR7719391A external-priority patent/FR2395261A2/fr
Application filed by Synthelabo SA filed Critical Synthelabo SA
Application granted granted Critical
Publication of CA1083586A publication Critical patent/CA1083586A/en
Expired 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
    • C07D207/08Heterocyclic 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 hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • 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
    • C07D207/16Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D207/18Heterocyclic 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 one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic 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 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
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2732-Pyrrolidones 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 other ring carbon atoms
    • C07D207/277Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D207/282-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
CA284,104A 1976-08-05 1977-08-04 Stereospecific synthesis of pyrrolidines Expired CA1083586A (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
FR7623910A FR2360572A1 (fr) 1976-08-05 1976-08-05 Pyrrolidines substituees et leur preparation
FR7623910 1976-08-05
FR7635476A FR2372157A1 (fr) 1976-11-25 1976-11-25 Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement actives
FR7635476 1976-11-25
FR7719391 1977-06-24
FR7719391A FR2395261A2 (fr) 1977-06-24 1977-06-24 Pyrrolidines substituees et leur preparation

Publications (1)

Publication Number Publication Date
CA1083586A true CA1083586A (en) 1980-08-12

Family

ID=27250658

Family Applications (1)

Application Number Title Priority Date Filing Date
CA284,104A Expired CA1083586A (en) 1976-08-05 1977-08-04 Stereospecific synthesis of pyrrolidines

Country Status (20)

Country Link
JP (1) JPS5325563A (de)
AT (1) AT364818B (de)
AU (1) AU510454B2 (de)
CA (1) CA1083586A (de)
CH (2) CH624933A5 (de)
DE (1) DE2735036C2 (de)
DK (1) DK350377A (de)
ES (1) ES461342A1 (de)
FI (1) FI772363A (de)
GB (1) GB1555890A (de)
GR (1) GR63594B (de)
IE (1) IE45544B1 (de)
IL (1) IL52645A (de)
IT (1) IT1085696B (de)
LU (1) LU77917A1 (de)
NL (1) NL7708571A (de)
NO (2) NO772745L (de)
NZ (1) NZ184832A (de)
PT (1) PT66894B (de)
SE (2) SE7708902L (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104086475A (zh) * 2014-07-15 2014-10-08 苏州天马精细化学品股份有限公司 一种n-苄氧羰基-l-脯氨酰胺的制备方法

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1095415B (it) * 1978-02-16 1985-08-10 Ravizza Spa Processo per la produzione di una benzamide otticamente attiva,benzamide otticamente attiva cosi'ottenuta e composizioni
IT1141095B (it) * 1980-11-27 1986-10-01 Ravizza Spa Processo di risoluzione della sulpiride racema
SE8602339D0 (sv) * 1986-05-22 1986-05-22 Astra Laekemedel Ab An efficient stereoconservative synthesis of 1-substituted (s)- and (r)-2-aminomethylpyrrolidines
DE4425070A1 (de) 1994-07-15 1996-01-18 Degussa Verfahren zur Herstellung optisch aktiver l-substituierter 2-(Aminomethyl)pyrrolidine
CA2497062A1 (en) * 2004-02-18 2005-08-18 Dr. Reddy's Laboratories Limited Preparation of amino acid amides
CN106045869A (zh) * 2016-06-30 2016-10-26 宜兴市前成生物有限公司 一种制备dl‑谷氨酸的方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1528014A (fr) * 1967-04-24 1968-06-07 Ile De France Procédé de préparation des isomères optiques de la éthyl-1, aminométhyl-2-pyrrolidine
CH507938A (fr) * 1968-08-01 1971-05-31 Ile De France Procédé de préparation de benzamides hétérocycliques

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104086475A (zh) * 2014-07-15 2014-10-08 苏州天马精细化学品股份有限公司 一种n-苄氧羰基-l-脯氨酰胺的制备方法

Also Published As

Publication number Publication date
NO812871L (no) 1978-02-07
NL7708571A (nl) 1978-02-07
SE8009074L (sv) 1980-12-22
ATA577377A (de) 1981-04-15
CH624933A5 (de) 1981-08-31
PT66894A (fr) 1977-09-01
DK350377A (da) 1978-02-06
ES461342A1 (es) 1978-06-01
LU77917A1 (de) 1977-11-14
PT66894B (fr) 1979-01-26
JPS5325563A (en) 1978-03-09
AT364818B (de) 1981-11-25
IE45544L (en) 1978-02-05
IT1085696B (it) 1985-05-28
IE45544B1 (en) 1982-09-22
NO772745L (no) 1978-02-07
GB1555890A (en) 1979-11-14
FI772363A (de) 1978-02-06
AU2764177A (en) 1979-02-08
SE7708902L (sv) 1978-02-06
IL52645A (en) 1980-02-29
AU510454B2 (en) 1980-06-26
IL52645A0 (en) 1977-10-31
CH626341A5 (en) 1981-11-13
DE2735036C2 (de) 1983-10-13
DE2735036A1 (de) 1978-02-16
GR63594B (en) 1979-11-26
NZ184832A (en) 1979-11-01

Similar Documents

Publication Publication Date Title
US20090292129A1 (en) Process for resolving racemic mixtures and a diastereoisomeric complex of a resolving agent and an enantiomer of interest
SU1320207A1 (ru) Правовращающий энантиомер ( @ )- @ -этил-2-оксо-1-пирролидинацетамид,обладающий мнезической активностью
CA1083586A (en) Stereospecific synthesis of pyrrolidines
CA1208651A (en) Process for preparing 4-amino-5-hexenoic acid
PL161781B1 (en) Method of obtaining (s)-alpha-ethyl-2-keto-1-pyrolidyne acetamide
EP1879861A2 (de) Verfahren zur herstellung von levetiracetam und racemisierung von (r)- und (s)-2-aminobuttersäureamid und den entsprechenden säurederivaten
US4604401A (en) Antibacterial agents III
US3991072A (en) Racemization of lower alkyl imidazole carboxylates
US4038286A (en) Racemates and optical isomers of 1-(1-phenylethyl)-1h-imidazole-5-carboylic acid derivatives
US5585500A (en) Method of producing optically active pyrrolidines with high enantiomeric purity
AU594858B2 (en) Process and intermediates for quinolonecarboxylic acid
US5252747A (en) Chiral quinolone intermediates
AU728090B2 (en) Intermediates for the preparation of 2-imidazoline-5-ones
KR20010042750A (ko) 거울상 이성질체-유리n-메틸-n-[(1s)-1-페닐-2-((3s)-3-히드록시피롤리딘-1-일)에틸]-2,2-디페닐아세트아미드의 제조 방법
US6977311B2 (en) Process for synthesizing L-γ-methylene glutamic acid and analogs
KR100275978B1 (ko) (-)-n-메틸-n-(4-(4-페닐-4-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸)벤즈아미드 및 약학적으로 허용가능한 그의 염의 제조방법
US4550103A (en) Antibacterial 1-oxo-benzoquinolizine-2-carboxylic acids
HU214085B (en) Method for the preparation of 2-perfluoroalkyl-3-oxazolin-5-one
US5142066A (en) Stereoselective process for the preparation of 2-amino-ethanol derivatives having a central analgesic activity and intermidiates thereof
HU194164B (en) Process for production of 1,2-dihydroxi-3-//2-indolil-1,1-dialkyl-ethil/-amin/-prophanes
CA1235706A (en) (substituted-phenyl)-5-oxo-pyrrolidine-2-propanoic acids and derivatives as cognition activators
IE45999B1 (en) 2-methoxybenzamides
US4822885A (en) Cyclopentanone derivatives
US5710283A (en) Preparation of chiral pyrrolidinone derivatives
US4599434A (en) Cyclopentanone derivatives

Legal Events

Date Code Title Description
MKEX Expiry