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Marie-claude Viaud-massuard - One of the best experts on this subject based on the ideXlab platform.
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A convenient synthesis of new pyrido[3,2-e][1,4]diazepine-2,5-diones and pyrido[2,3-e][1,4]diazepine-2,5-diones
Tetrahedron Letters, 2011Co-Authors: Abderrahman El Bouakher, Hélène Laborie, Mina Aadil, Ahmed El Hakmaoui, Said Lazar, Mohamed Akssira, Marie-claude Viaud-massuardAbstract:A convenient synthesis of a series of pyrido[3,2-e][1,4]-diazepine-2,5-diones 8 and pyrido[2,3-e][1,4]diazepine-2,5-diones 9, is reported using the condensation of α-amino acid methyl ester derivatives with 1H-pyrido[3,2-d][1,3]oxazine-2,4-dione and 1H-pyrido[2,3-d][1,3]oxazine-2,4-dione. Compounds 8 and 9 were also synthesized by Peptide Coupling of α-amino acid methyl ester derivatives with β-amino acids (2 or 3) followed by the cyclisation in tetrahydrofuran with sodium hydride (NaH).
Abderrahman El Bouakher - One of the best experts on this subject based on the ideXlab platform.
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a novel and convenient method for the synthesis of new derivatives of pyrido 3 2 e pyrrolo 1 2 a 1 4 diazepine 6 11 dione
ChemInform, 2013Co-Authors: Abderrahman El Bouakher, Mina Aadil, Said Lazar, Mohamed Akssira, Gildas Prie, Marieclaude ViaudmassuardAbstract:A novel and efficient access to new optically active 2-substituted pyridopyrrolodiazepine derivatives is developed involving Peptide Coupling of 3-aminopyridinecarboxylic acid (I) with proline ester [(III)] and intramolecular cyclization of corresponding brominated Coupling product (IV) as the key steps.
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a novel and convenient method for the synthesis of new derivatives of pyrido 3 2 e pyrrolo 1 2 a 1 4 diazepine 6 11 dione
Tetrahedron, 2012Co-Authors: Abderrahman El Bouakher, Mina Aadil, Said Lazar, Mohamed Akssira, Gildas Prie, Marieclaude ViaudmassuardAbstract:Abstract A novel methodology has been developed for the efficient synthesis of 1,4-pyridopyrrolodiazepine derivatives. The key reaction is the bromination under mild conditions by NBS of compounds resulting via Peptide Coupling of l -proline methyl ester with 3-aminopyridine-2-carboxylic acid 1 , then intramolecular cyclization in the construction of 2-bromo-6a,7,8,9-tetrahydro-5 H -pyrido[3,2- e ]pyrrolo[1,2- a ][1,4]diazepine-6,11-dione 4 . This latter is then engaged in cross-Coupling reactions to generate 1,4-pyridopyrrolodiazepines derivatives 5a – m , 6a – i , 7 , and 8a – c . This strategy provides an efficient method to access a library of compounds based on privileged substructures that are of great interest in drug discovery.
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A convenient synthesis of new pyrido[3,2-e][1,4]diazepine-2,5-diones and pyrido[2,3-e][1,4]diazepine-2,5-diones
Tetrahedron Letters, 2011Co-Authors: Abderrahman El Bouakher, Hélène Laborie, Mina Aadil, Ahmed El Hakmaoui, Said Lazar, Mohamed Akssira, Marie-claude Viaud-massuardAbstract:A convenient synthesis of a series of pyrido[3,2-e][1,4]-diazepine-2,5-diones 8 and pyrido[2,3-e][1,4]diazepine-2,5-diones 9, is reported using the condensation of α-amino acid methyl ester derivatives with 1H-pyrido[3,2-d][1,3]oxazine-2,4-dione and 1H-pyrido[2,3-d][1,3]oxazine-2,4-dione. Compounds 8 and 9 were also synthesized by Peptide Coupling of α-amino acid methyl ester derivatives with β-amino acids (2 or 3) followed by the cyclisation in tetrahydrofuran with sodium hydride (NaH).
Chi Zhang - One of the best experts on this subject based on the ideXlab platform.
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Recyclable hypervalent-iodine-mediated solid-phase Peptide synthesis and cyclic Peptide synthesis.
Beilstein journal of organic chemistry, 2018Co-Authors: Dan Liu, Ya-li Guo, Chi ZhangAbstract:The system of the hypervalent iodine(III) reagent FPID and (4-MeOC6H4)3P was successfully applied to solid-phase Peptide synthesis and cyclic Peptide synthesis. Four Peptides with biological activities were synthesized through SPPS and the bioactive cyclic heptaPeptide pseudostellarin D was obtained via solution-phase Peptide synthesis. It is worth noting that FPID can be readily regenerated after the Peptide Coupling reaction.
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recyclable hypervalent iodine iii reagent iodosodilactone as an efficient Coupling reagent for direct esterification amidation and Peptide Coupling
ChemInform, 2012Co-Authors: Jun Tian, Wenchao Gao, Dongmei Zhou, Chi ZhangAbstract:Under these conditions a wide range of esters, amides, and Peptides as well as macrocyclic lactones can be prepared in good to high yields.
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recyclable hypervalent iodine iii reagent iodosodilactone as an efficient Coupling reagent for direct esterification amidation and Peptide Coupling
Organic Letters, 2012Co-Authors: Jun Tian, Wenchao Gao, Dongmei Zhou, Chi ZhangAbstract:A hypervalent iodine(III) reagent plays a novel role as an efficient Coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as Peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid is thought to be involved in the present esterification reaction.
Mohamed Akssira - One of the best experts on this subject based on the ideXlab platform.
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a novel and convenient method for the synthesis of new derivatives of pyrido 3 2 e pyrrolo 1 2 a 1 4 diazepine 6 11 dione
ChemInform, 2013Co-Authors: Abderrahman El Bouakher, Mina Aadil, Said Lazar, Mohamed Akssira, Gildas Prie, Marieclaude ViaudmassuardAbstract:A novel and efficient access to new optically active 2-substituted pyridopyrrolodiazepine derivatives is developed involving Peptide Coupling of 3-aminopyridinecarboxylic acid (I) with proline ester [(III)] and intramolecular cyclization of corresponding brominated Coupling product (IV) as the key steps.
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a novel and convenient method for the synthesis of new derivatives of pyrido 3 2 e pyrrolo 1 2 a 1 4 diazepine 6 11 dione
Tetrahedron, 2012Co-Authors: Abderrahman El Bouakher, Mina Aadil, Said Lazar, Mohamed Akssira, Gildas Prie, Marieclaude ViaudmassuardAbstract:Abstract A novel methodology has been developed for the efficient synthesis of 1,4-pyridopyrrolodiazepine derivatives. The key reaction is the bromination under mild conditions by NBS of compounds resulting via Peptide Coupling of l -proline methyl ester with 3-aminopyridine-2-carboxylic acid 1 , then intramolecular cyclization in the construction of 2-bromo-6a,7,8,9-tetrahydro-5 H -pyrido[3,2- e ]pyrrolo[1,2- a ][1,4]diazepine-6,11-dione 4 . This latter is then engaged in cross-Coupling reactions to generate 1,4-pyridopyrrolodiazepines derivatives 5a – m , 6a – i , 7 , and 8a – c . This strategy provides an efficient method to access a library of compounds based on privileged substructures that are of great interest in drug discovery.
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A convenient synthesis of new pyrido[3,2-e][1,4]diazepine-2,5-diones and pyrido[2,3-e][1,4]diazepine-2,5-diones
Tetrahedron Letters, 2011Co-Authors: Abderrahman El Bouakher, Hélène Laborie, Mina Aadil, Ahmed El Hakmaoui, Said Lazar, Mohamed Akssira, Marie-claude Viaud-massuardAbstract:A convenient synthesis of a series of pyrido[3,2-e][1,4]-diazepine-2,5-diones 8 and pyrido[2,3-e][1,4]diazepine-2,5-diones 9, is reported using the condensation of α-amino acid methyl ester derivatives with 1H-pyrido[3,2-d][1,3]oxazine-2,4-dione and 1H-pyrido[2,3-d][1,3]oxazine-2,4-dione. Compounds 8 and 9 were also synthesized by Peptide Coupling of α-amino acid methyl ester derivatives with β-amino acids (2 or 3) followed by the cyclisation in tetrahydrofuran with sodium hydride (NaH).
Said Lazar - One of the best experts on this subject based on the ideXlab platform.
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a novel and convenient method for the synthesis of new derivatives of pyrido 3 2 e pyrrolo 1 2 a 1 4 diazepine 6 11 dione
ChemInform, 2013Co-Authors: Abderrahman El Bouakher, Mina Aadil, Said Lazar, Mohamed Akssira, Gildas Prie, Marieclaude ViaudmassuardAbstract:A novel and efficient access to new optically active 2-substituted pyridopyrrolodiazepine derivatives is developed involving Peptide Coupling of 3-aminopyridinecarboxylic acid (I) with proline ester [(III)] and intramolecular cyclization of corresponding brominated Coupling product (IV) as the key steps.
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a novel and convenient method for the synthesis of new derivatives of pyrido 3 2 e pyrrolo 1 2 a 1 4 diazepine 6 11 dione
Tetrahedron, 2012Co-Authors: Abderrahman El Bouakher, Mina Aadil, Said Lazar, Mohamed Akssira, Gildas Prie, Marieclaude ViaudmassuardAbstract:Abstract A novel methodology has been developed for the efficient synthesis of 1,4-pyridopyrrolodiazepine derivatives. The key reaction is the bromination under mild conditions by NBS of compounds resulting via Peptide Coupling of l -proline methyl ester with 3-aminopyridine-2-carboxylic acid 1 , then intramolecular cyclization in the construction of 2-bromo-6a,7,8,9-tetrahydro-5 H -pyrido[3,2- e ]pyrrolo[1,2- a ][1,4]diazepine-6,11-dione 4 . This latter is then engaged in cross-Coupling reactions to generate 1,4-pyridopyrrolodiazepines derivatives 5a – m , 6a – i , 7 , and 8a – c . This strategy provides an efficient method to access a library of compounds based on privileged substructures that are of great interest in drug discovery.
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A convenient synthesis of new pyrido[3,2-e][1,4]diazepine-2,5-diones and pyrido[2,3-e][1,4]diazepine-2,5-diones
Tetrahedron Letters, 2011Co-Authors: Abderrahman El Bouakher, Hélène Laborie, Mina Aadil, Ahmed El Hakmaoui, Said Lazar, Mohamed Akssira, Marie-claude Viaud-massuardAbstract:A convenient synthesis of a series of pyrido[3,2-e][1,4]-diazepine-2,5-diones 8 and pyrido[2,3-e][1,4]diazepine-2,5-diones 9, is reported using the condensation of α-amino acid methyl ester derivatives with 1H-pyrido[3,2-d][1,3]oxazine-2,4-dione and 1H-pyrido[2,3-d][1,3]oxazine-2,4-dione. Compounds 8 and 9 were also synthesized by Peptide Coupling of α-amino acid methyl ester derivatives with β-amino acids (2 or 3) followed by the cyclisation in tetrahydrofuran with sodium hydride (NaH).