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1. WO2007104219 - PROCÉDÉ DE PRÉPARATION DE L'INTERMÉDIAIRE DE &Bgr;-MÉTHYL-CARBAPÉNEM

Numéro de publication WO/2007/104219
Date de publication 20.09.2007
N° de la demande internationale PCT/CN2007/000396
Date du dépôt international 06.02.2007
CIB
C07D 477/04 2006.01
CCHIMIE; MÉTALLURGIE
07CHIMIE ORGANIQUE
DCOMPOSÉS HÉTÉROCYCLIQUES
477Composés hétérocycliques contenant des systèmes cycliques aza-1 bicyclo heptane, c.à d. des composés contenant un système cyclique de formule: , p.ex. carbapénicillines, thiénamycines; Ces systèmes cycliques étant ultérieurement condensés, p.ex. condensés en position 2,3 avec des hétérocycles contenant de l'oxygène, de l'azote ou du soufre
02Préparation
04par formation des systèmes cycliques ou cycliques condensés
C07D 477/18 2006.01
CCHIMIE; MÉTALLURGIE
07CHIMIE ORGANIQUE
DCOMPOSÉS HÉTÉROCYCLIQUES
477Composés hétérocycliques contenant des systèmes cycliques aza-1 bicyclo heptane, c.à d. des composés contenant un système cyclique de formule: , p.ex. carbapénicillines, thiénamycines; Ces systèmes cycliques étant ultérieurement condensés, p.ex. condensés en position 2,3 avec des hétérocycles contenant de l'oxygène, de l'azote ou du soufre
10avec des atomes d'hydrogène, des radicaux hydrocarbonés ou hydrocarbonés substitués, liés directement en position 4, et avec un atome de carbone comportant trois liaisons à des hétéro-atomes avec au plus une liaison à un halogène, p.ex. un radical ester ou nitrile, lié directement en position 2 
12avec des atomes d'hydrogène, des radicaux hydrocarbonés ou hydrocarbonés substitués, liés en position 6
16avec des hétéro-atomes ou des atomes de carbone comportant trois liaisons à des hétéro-atomes avec au plus une liaison à un halogène, p.ex. un radical ester ou nitrile, liés directement en position 3
18Atomes d'oxygène
CPC
C07D 213/81
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
213Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
02having three double bonds between ring members or between ring members and non-ring members
04having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
60with heteroatoms or with carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
78Carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals
81Amides; Imides
C07D 213/82
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
213Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
02having three double bonds between ring members or between ring members and non-ring members
04having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
60with heteroatoms or with carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
78Carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals
81Amides; Imides
82in position 3
C07D 231/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
231Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
02not condensed with other rings
10having two or three double bonds between ring members or between ring members and non-ring members
14with 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
C07D 285/06
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
285Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
01Five-membered rings
02Thiadiazoles; Hydrogenated thiadiazoles
04not condensed with other rings
061,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
C07D 307/68
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
307Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
02not condensed with other rings
34having two or three double bonds between ring members or between ring members and non-ring members
56with 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
68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
C07D 333/38
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
333Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
02not condensed with other rings
04not substituted on the ring sulfur
26with 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
38Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
Déposants
  • SHENZHEN HAIBIN PHARMACEUTICAL CO., LTD. [CN]/[CN] (AllExceptUS)
  • ZHANG, Hengli [CN]/[CN] (UsOnly)
Inventeurs
  • ZHANG, Hengli
Mandataires
  • LECOME INTELLECTUAL PROPERTY AGENT LTD.
Données relatives à la priorité
200610057578.614.03.2006CN
Langue de publication anglais (EN)
Langue de dépôt anglais (EN)
États désignés
Titre
(EN) A PROCESS FOR THE PREPARATION OF THE INTERMEDIATE OF &Bgr;-METHYL CARBAPENEM
(FR) PROCÉDÉ DE PRÉPARATION DE L'INTERMÉDIAIRE DE &Bgr;-MÉTHYL-CARBAPÉNEM
Abrégé
(EN)
A process of preparation of the intermediate of β-methyl carbapenem is disclosed, in which 4-acetylazacyclobutanone as the raw material is firstly reacted with α-bromopropionamide having a big inductive group. Since this reaction is highly stereoselectivity, most of the product is the required parent nucleus of β-methyl carbapenem, a product of β-configuration. Compared with the prior art, the process of the present invention is highly-yielding, cost-effective and can be used for large scale production.
(FR)
L'invention concerne un procédé de préparation de l'intermédiaire de β-méthyl-carbapénem, dans lequel 4-acétylazacyclobutanone, tenant lieu de matière première, est d'abord mis en réaction avec α-bromopropionamide ayant un grand groupe inducteur. Etant donné la forte stéréosélectivité de la réaction, le produit est en grande partie le noyau parent requis de β-méthyle carbapénem, un produit de β-configuration. Selon l'invention, le procédé à faible coût assure un rendement élevé et permet d'obtenir une production à échelle industrielle.
Également publié en tant que
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