Traube Synthesis

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A Sanchez - One of the best experts on this subject based on the ideXlab platform.

  • the use of formamidine acetate in the Traube Synthesis of 9 glycosylpurines
    Synthesis, 1992
    Co-Authors: Manuel Melguizo, Manuel Nogueras, A Sanchez
    Abstract:

    Several 9-glycopyranosylpurin-6(1H)-one derivatives, where the glycosyl moiety was xylopyranosyl, glucopyranosyl 2,3,4,6-tetra-O- acetylglycopyranosyl, or 2,3,4-tri-O-xylopyranosyl, were obtained by reaction of formamidine acetate with 5-amino-6-(glycopyranosylamino)- pyrimidin-4(3H)-ones or 5-amino-6-{[(per-O-acetyl)glycopyranosyl]amino}- pyrimidin-4(3)-ones, respectively. The reaction conditions were mild, such that good yields, around 60 %, were obtained

Manuel Melguizo - One of the best experts on this subject based on the ideXlab platform.

  • the use of formamidine acetate in the Traube Synthesis of 9 glycosylpurines
    Synthesis, 1992
    Co-Authors: Manuel Melguizo, Manuel Nogueras, A Sanchez
    Abstract:

    Several 9-glycopyranosylpurin-6(1H)-one derivatives, where the glycosyl moiety was xylopyranosyl, glucopyranosyl 2,3,4,6-tetra-O- acetylglycopyranosyl, or 2,3,4-tri-O-xylopyranosyl, were obtained by reaction of formamidine acetate with 5-amino-6-(glycopyranosylamino)- pyrimidin-4(3H)-ones or 5-amino-6-{[(per-O-acetyl)glycopyranosyl]amino}- pyrimidin-4(3)-ones, respectively. The reaction conditions were mild, such that good yields, around 60 %, were obtained

Manuel Nogueras - One of the best experts on this subject based on the ideXlab platform.

  • the use of formamidine acetate in the Traube Synthesis of 9 glycosylpurines
    Synthesis, 1992
    Co-Authors: Manuel Melguizo, Manuel Nogueras, A Sanchez
    Abstract:

    Several 9-glycopyranosylpurin-6(1H)-one derivatives, where the glycosyl moiety was xylopyranosyl, glucopyranosyl 2,3,4,6-tetra-O- acetylglycopyranosyl, or 2,3,4-tri-O-xylopyranosyl, were obtained by reaction of formamidine acetate with 5-amino-6-(glycopyranosylamino)- pyrimidin-4(3H)-ones or 5-amino-6-{[(per-O-acetyl)glycopyranosyl]amino}- pyrimidin-4(3)-ones, respectively. The reaction conditions were mild, such that good yields, around 60 %, were obtained

Jean-luc Décout - One of the best experts on this subject based on the ideXlab platform.

  • A One-Pot Synthesis of Highly Functionalized Purines
    Organic Letters, 2017
    Co-Authors: Renaud Zelli, Wael Zeinyeh, Romain Haudecoeur, Julien Alliot, Benjamin Boucherle, Isabelle Callebaut, Jean-luc Décout
    Abstract:

    Highly substituted purines were synthesized in good to high yields through a one-pot straightforward metal-free scalable method, using the Traube Synthesis adapted to Vilsmeier-type reagents. From 5-amino-4-chloropyrimidines, new 9-aryl-substituted chloropurines and intermediates for peptide nucleic acid Synthesis were prepared. Variant procedures allowing a rapid Synthesis of ribonucleosides and 7-benzylpurine from 5-amidino-6-aminopyrimidines are also reported to illustrate the high potential of this versatile toolbox. This route appears to be particularly interesting in the field of nucleic acids for a direct and rapid access to various new 8-alkylpurine nucleosides.

Renaud Zelli - One of the best experts on this subject based on the ideXlab platform.

  • A One-Pot Synthesis of Highly Functionalized Purines
    Organic Letters, 2017
    Co-Authors: Renaud Zelli, Wael Zeinyeh, Romain Haudecoeur, Julien Alliot, Benjamin Boucherle, Isabelle Callebaut, Jean-luc Décout
    Abstract:

    Highly substituted purines were synthesized in good to high yields through a one-pot straightforward metal-free scalable method, using the Traube Synthesis adapted to Vilsmeier-type reagents. From 5-amino-4-chloropyrimidines, new 9-aryl-substituted chloropurines and intermediates for peptide nucleic acid Synthesis were prepared. Variant procedures allowing a rapid Synthesis of ribonucleosides and 7-benzylpurine from 5-amidino-6-aminopyrimidines are also reported to illustrate the high potential of this versatile toolbox. This route appears to be particularly interesting in the field of nucleic acids for a direct and rapid access to various new 8-alkylpurine nucleosides.