EFFICIENT SYNTHESIS OF PSEUDOPEPTIDES CONTAINING QUINAZOLINONE SKELETON

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SAEIDI SHAGHAYEGH; RAMEZANPOUR SOROUR; BALALAIE SAEED

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Seminar Paper

Paper Information

Seminar: IRANIAN SEMINAR OF ORGANIC CHEMISTRY
Year:2014 | Issue:22

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Title

EFFICIENT SYNTHESIS OF PSEUDOPEPTIDES CONTAINING QUINAZOLINONE SKELETON

Author(s)

SAEIDI SHAGHAYEGH | RAMEZANPOUR SOROUR | BALALAIE SAEED | Issue Writer Certificate

Keywords

QUINAZOLINONEPSEUDOPEPTIDES

UGI

4-COMPONENT REACTION

Abstract

UGI 4-COMPONENT REACTION IS A KNOWN APPROACH TO ACCESS PSEUDOPEPTIDES. CHANGING ONE OF THE COMPONENTS IN UGI-4CR IS ONE OF THE GENERAL APPROACH TO ACCESS THE NOVEL FUNCTIONALIZED COMPOUNDS. DEVELOPING UGI-4CR TO ACCESS THE POLY FUNCTIONALIZED COMPOUNDS AND CARRYING OUT THE POST-TRANSFORMATION IS AN INTERESTING APPROACH IN ORGANIC SYNTHESIS. TO ACCESS THIS GOAL, A NOVEL CARBOXYLIC ACID WICH CONTAINED QUINAZOLINONE MOIETY WAS SYNTHESIZED. THE DESIRED CARBOXYLIC ACID WAS PREPARED THROUGH THREE-COMPONENT REACTION OF BOC-HYDRAZIDE, ISATOIC ANHYDRIDE AND PYRUVIC ACIDINETOH AS SOLVENT AND 30% H3PO3 AS ACIDIC CATALYST.QUINAZOLINONE DERIVATIVES WERE FOUND IN DIFFERENT BIOLOGICALLY ACTIVE COMPOUNDS AS ANTI HIV, ANTICANCER, ANTIHYPERTENSIVE, ANTIBACTERIAL, ANTIMUTAGENIC, ANTICOCCIDIAL, ANTICONVULSANT, ANTI-INFLAMMATORY, CNS DEPRESSANT, ANTIMALARIAL, ANTIOXIDANT, ANTILEUKEMIC ACTIVITY. HEREIN, WE REPORT THE SYNTHESIS OF A VIDE VARIETY OF QUINAZOLINONEPSEUDOPEPTIDESDERIVATIVES THROUGH A FOUR-COMPONENT UGI-4CR OF ALDEHYDES OR KETONES, AMINES, ISOCYANIDES, AND AN N -PROTECTED B-AMINO ACID WITH QUINAZOLINONE SKELETON. THE REACTION WAS CARRIED OUT SIMPLY AS ONE-POT PROTOCOL AT ROOM TEMPERATURE. THE PRODUCTS ARE MIXTURE OF DIASTEREOMERS WHICH WERE PURIFIED. THE STRUCTURE OF PRODUCTS WERE CONFIRMED BASED ON THE SPECTROSCOPIC DATA. INVESTIGATION OF THE BIOLOGICAL ACTIVITY OF THE PRODUCTS IS IN PROGRESS.

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APA: Copy

SAEIDI, SHAGHAYEGH, RAMEZANPOUR, SOROUR, & BALALAIE, SAEED. (2014). EFFICIENT SYNTHESIS OF PSEUDOPEPTIDES CONTAINING QUINAZOLINONE SKELETON. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/914514/en

Vancouver: Copy

SAEIDI SHAGHAYEGH, RAMEZANPOUR SOROUR, BALALAIE SAEED. EFFICIENT SYNTHESIS OF PSEUDOPEPTIDES CONTAINING QUINAZOLINONE SKELETON. 2014. Available from: https://sid.ir/paper/914514/en

IEEE: Copy

SHAGHAYEGH SAEIDI, SOROUR RAMEZANPOUR, and SAEED BALALAIE, “EFFICIENT SYNTHESIS OF PSEUDOPEPTIDES CONTAINING QUINAZOLINONE SKELETON,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2014, [Online]. Available: https://sid.ir/paper/914514/en

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