Synthesis and total 1H- and 13C-NMR assignment of cephem derivatives for use in ADEPT approaches.

نویسندگان

  • Lorena Blau
  • Renato Farina Menegon
  • Elizabeth Igne Ferreira
  • Antonio Gilberto Ferreira
  • Elisangela Fabiana Boffo
  • Leila Aley Tavares
  • Vladimir Constantino Gomes Heleno
  • Man-Chin Chung
چکیده

We report the synthesis and total NMR characterization of 5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid-3-[[[(4''-nitrophenoxy)carbonyl]oxy]-methyl]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (5), a new cephalosporin derivative. This compound can be used as the carrier of a wide range of drugs containing an amino group. The preparation of the intermediate product, 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (6), as well as the synthesis of the antimalarial primaquine prodrug 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]- 5-dioxide (7) are also described, together with their total (1)H- and (13)C-NMR assignments.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

An efficient one-pot synthesis of dimethyl 1-(Aryl)-5-cyano-4-(cyclohexylamino)-1,2,5,6-tetrahydro-6-oxopyridine-2,3-dicarboxylate derivatives

Abstract: The reactive 1:1 intermediate produced in the reaction between cyclohexyl isocyanide and electron- deficient acetylenic esters or dimethyl acetylene dicarboxylate was trapped by 2-cyano-N-(Aryl) acetamides to provides highly functionalized oxopyridine (potential synthetic and pharmaceutical interest )  in  acetonitrile under mild reaction conditions at ambient temperature after 24 h ...

متن کامل

Synthesis and Biological Significance of Some 2-Azetidinone Derivatives

A new series of N-[2-(1H-1,2,3-benzotriazol-1-yl)ethyl]-4-(substitutedphenyl)-3-chloro-2-oxo-1-iminoazetidine, compounds 4(a-j) were synthesized. The structures of all the synthesized compounds were confirmed by chemical and spectral analyses such as IR, 1H NMR, 13C NMR and FAB-Mass. The compounds 4(a-j) were screened for their antibacterial, antifungal and antitubercular activities and gave ac...

متن کامل

SiO2-BaCl2 as a Highly Efficient and Reusable Heterogeneous Catalyst for the One-pot Synthesis of 3,4-dihydropyrimidin-2-(1H)- one/thione Derivatives Under Solvent-free Conditions

An efficient protocol for the synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives via multi-component coupling reaction of aromatic aldehydes, β-ketoester and urea or thiourea under solvent-free conditions using Silica Supported Barium Chloride as a catalyst is described. All prepared compounds with melting points, IR,1H NMR and 13C NMR were identified. High yields, mild conditi...

متن کامل

Application and comparison of the catalytic activity of Fe3O4 MNPs, Kaolin and Montmorillonite K10 for the synthesis of indole derivatives

Synthesis of indole derivatives was investigated and compared to the reaction of phenylhydrazine and ketones in the presence of the heterogeneous catalysts like kaolinite, montmorillonite K10 and Fe3O4 MNPs in ethanol under reflux conditions. After comparing the HPLC chromatogram of products it was compared and found that kaolin and montmorillonite K10 are better and more efficient candidate th...

متن کامل

Synthesis and Antimicrobial Activity of some Tetrahydro Quinolone Diones and Pyrano[2,3-d]pyrimidine Derivatives

There has been special interest in the chemistry of quinolone and pyrimidine derivatives due to their diverse biological activities such as anticonvulsant, anti-malarial agents, antibacterial, antiviral, cytostatic, antithelemintic, antigenotoxic, anti-cancer agents. These compounds are also used as targeting delayed-type hypersensivity and anti-convulsant agents. As a part of our research work...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Molecules

دوره 13 4  شماره 

صفحات  -

تاریخ انتشار 2008