FR2372157A1 - Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement actives - Google Patents
Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement activesInfo
- Publication number
- FR2372157A1 FR2372157A1 FR7635476A FR7635476A FR2372157A1 FR 2372157 A1 FR2372157 A1 FR 2372157A1 FR 7635476 A FR7635476 A FR 7635476A FR 7635476 A FR7635476 A FR 7635476A FR 2372157 A1 FR2372157 A1 FR 2372157A1
- Authority
- FR
- France
- Prior art keywords
- pyrrolidine
- methyl
- intermediates
- optically active
- derivs
- 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
Links
- 239000000543 intermediate Substances 0.000 title abstract 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 title 3
- 239000003814 drug Substances 0.000 title 1
- FCUPHIXTHQXSLL-UHFFFAOYSA-N n-(1-methylpyrrolidin-2-yl)benzamide Chemical compound CN1CCCC1NC(=O)C1=CC=CC=C1 FCUPHIXTHQXSLL-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 abstract 2
- 229960002429 proline Drugs 0.000 abstract 2
- 101100277337 Arabidopsis thaliana DDM1 gene Proteins 0.000 abstract 1
- 229930182821 L-proline Natural products 0.000 abstract 1
- 230000006181 N-acylation Effects 0.000 abstract 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 abstract 1
- QFIYFROFRTUSPW-VIFPVBQESA-N [(2s)-1-(cyclopropylmethyl)pyrrolidin-2-yl]methanamine Chemical compound NC[C@@H]1CCCN1CC1CC1 QFIYFROFRTUSPW-VIFPVBQESA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 101150113676 chr1 gene Proteins 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 150000003235 pyrrolidines Chemical class 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic 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
- C07D207/18—Heterocyclic 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
- C07D207/22—Heterocyclic 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-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
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic 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
- C07D207/04—Heterocyclic 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
- C07D207/08—Heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic 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
- C07D207/04—Heterocyclic 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
- C07D207/10—Heterocyclic 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
Priority Applications (25)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7635476A FR2372157A1 (fr) | 1976-11-25 | 1976-11-25 | Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement actives |
| IL52645A IL52645A (en) | 1976-08-05 | 1977-08-02 | Optically active 1 substituted 2 aminomethyl pyrrolidines stereospecifics synthesis thereof and process for the preparation of optically active 2 methoxy n pyrrolidylmethyl benzamides |
| NZ184832A NZ184832A (en) | 1976-08-05 | 1977-08-03 | Optically active n-substituted pyrrolidines |
| GR54101A GR63594B (en) | 1976-08-05 | 1977-08-03 | Method for pyrrolidines composition of specific stereoisomeusm arrangement |
| DE2735036A DE2735036C2 (de) | 1976-08-05 | 1977-08-03 | Verfahren zur Herstellung optisch aktiver, N-substituierter Pyrrolidine |
| NL7708571A NL7708571A (nl) | 1976-08-05 | 1977-08-03 | Werkwijze voor de stereospecifieke bereiding van optisch actieve pyrrolidineverbindingen. |
| JP9404477A JPS5325563A (en) | 1976-08-05 | 1977-08-04 | Stereospecific method of preparation of nnsubstituted pyrrolidines |
| FI772363A FI772363A7 (OSRAM) | 1976-08-05 | 1977-08-04 | |
| LU77917A LU77917A1 (OSRAM) | 1976-08-05 | 1977-08-04 | |
| SE7708902A SE7708902L (sv) | 1976-08-05 | 1977-08-04 | Stereospecifik syntes av n-substituerade pyrrolidiner |
| IE1633/77A IE45544B1 (en) | 1976-08-05 | 1977-08-04 | Aptically active n-substituted pyrrolidines |
| GB32790/77A GB1555890A (en) | 1976-08-05 | 1977-08-04 | Optically active n substituted pyrrolidines |
| IT26497/77A IT1085696B (it) | 1976-08-05 | 1977-08-04 | Sintesi stereospecifica di pirrolidine n-sostituite |
| NO772745A NO772745L (no) | 1976-08-05 | 1977-08-04 | Fremgangsm}te for fremstilling av n-substituerte pyrrolidiner |
| ES461342A ES461342A1 (es) | 1976-08-05 | 1977-08-04 | Procedimiento de sintesis estereoespecifica de pirrolidinas opticamente activas. |
| CH959477A CH624933A5 (OSRAM) | 1976-08-05 | 1977-08-04 | |
| DK350377A DK350377A (da) | 1976-08-05 | 1977-08-04 | Fremgangsmade til stereospecifik fremstilling af optisk aktive n-substituerede pyrrolidiner |
| CA284,104A CA1083586A (en) | 1976-08-05 | 1977-08-04 | Stereospecific synthesis of pyrrolidines |
| PT66894A PT66894B (fr) | 1976-08-05 | 1977-08-04 | Procede de synthese stereospecifique de pyrrolidines n-substituees |
| AU27641/77A AU510454B2 (en) | 1976-08-05 | 1977-08-04 | N-substituted pyrrolidines |
| AT0577377A AT364818B (de) | 1976-08-05 | 1977-08-05 | Verfahren zur stereospezifischen synthese von optisch aktiven, n-substituierten pyrrolidinen |
| AT281580A AT364819B (de) | 1976-08-05 | 1980-05-27 | Verfahren zur stereospezifischen synthese von optisch aktiven, n-substituierten pyrrolidinen |
| SE8009074A SE8009074L (sv) | 1976-08-05 | 1980-12-22 | Forfarande for framstellning av n-substituerade pyrrolidiner |
| CH4181A CH626341A5 (en) | 1976-08-05 | 1981-01-06 | Process for the stereospecific synthesis of N-substituted pyrrolidines and their use |
| NO812871A NO812871L (no) | 1976-08-05 | 1981-08-25 | Fremgangsmaate for fremstilling av n-substituerte n-pyrrolidiner |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7635476A FR2372157A1 (fr) | 1976-11-25 | 1976-11-25 | Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement actives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2372157A1 true FR2372157A1 (fr) | 1978-06-23 |
| FR2372157B1 FR2372157B1 (OSRAM) | 1979-03-30 |
Family
ID=9180287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7635476A Granted FR2372157A1 (fr) | 1976-08-05 | 1976-11-25 | Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement actives |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2372157A1 (OSRAM) |
-
1976
- 1976-11-25 FR FR7635476A patent/FR2372157A1/fr active Granted
Non-Patent Citations (1)
| Title |
|---|
| NEANT * |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2372157B1 (OSRAM) | 1979-03-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS559058A (en) | 1-(3-mercapto-2-methylpropanoyl)prolyl amino acid derivative | |
| HUT42272A (en) | Insecticides containing derivatives of nitro-methilen and process for production of the derivatives of nitromethilen | |
| DE69930947D1 (de) | Piperazin-4-phenyl-derivate als inhibitoren der wechselwirkung zwischen mdm2 und mdm2 | |
| TW356415B (en) | 2-Amino-1,3,5-triazines, processes for their preparation, and their use as herbicides | |
| DE3879264D1 (de) | N-substituierte azole. | |
| AU536426B2 (en) | Triiodoisophthalic acid amides | |
| FR2360572A1 (fr) | Pyrrolidines substituees et leur preparation | |
| FR2395261A2 (fr) | Pyrrolidines substituees et leur preparation | |
| EP0322184A3 (en) | N-(2-alkyl-3-mercapto-1,5-di-oxoalkyl)glycinamide derivatives and their use as collagenase inhibitors | |
| FR2372157A1 (fr) | Procede de synthese stereospecifique de n-alkyl- pyrrolidines optiquement actives | |
| HUT38505A (en) | Herbicides containing as reagent derivatives of 5-amin-1-phenil-pirasole and process for production of the reagents | |
| FI960184A0 (fi) | Menetelmä HIV-proteaasi-inhibiittoreiden valmistamiseksi | |
| ES431552A1 (es) | Procedimiento para preparar triazinadionas herbicidas. | |
| ES2158896T3 (es) | Nuevo compuesto intermedio para uso en sintesis y procedimiento para producir un derivado de aminopiperazina. | |
| IE39284L (en) | Butyramides and butyrates | |
| GB1109308A (en) | Heterocyclic alkanoic acid amides | |
| ES8601961A1 (es) | Procedimiento para la obtencion de derivados de aciloxitio- feno | |
| GB1541185A (en) | 5-fluorouracil derivatives and their preparation | |
| JPS5726658A (en) | 4r -4- 3-substituted carboxy-3-diazo-2-oxopropyl -2- azetidinone derivative and its preparation | |
| CH608797A5 (en) | Process for the preparation of heterocyclic compounds | |
| DK380086A (da) | Fremgangsmaade til fremstilling af oxazolidiner ved alkoxylering afiminer | |
| ES388802A1 (es) | Procedimiento para la preparacion de colorantes aminoazoi- cos. | |
| HUT51614A (en) | Process for producing cardio-protective and suitable for treating ischemic illnesses pharmaceutical compositions containing nitriferous heterocyclic compounds as active agent as well as for producing the active agents |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |