Literature DB >> 21619029

Synthesis of 3-guaninyl- and 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone nucleosides.

Abdullah Saleh1, John G D'Angelo, Martha D Morton, Jesse Quinn, Kendra Redden, Rafal W Mielguz, Christopher Pavlik, Michael B Smith.   

Abstract

L- and D-glutamic acids, as well as trans-4-hydroxy-L-proline, are converted to the corresponding 3-guaninyl-5-hydroxymethyl-2-pyrrolidinone (4) or 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone (5) nucleoside analog. The protecting group used to block the lactam nitrogen in key intermediates has a significant effect on the diastereoselectivity of the coupling reaction with adenine or guanine.

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Year:  2011        PMID: 21619029     DOI: 10.1021/jo2004617

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an impurity of acyclovir.

Authors:  Rosa M Suárez; Maria Paz Matía; José Luis Novella; Andres Molina; Antonio Cosme; Juan José Vaquero; Julio Alvarez-Builla
Journal:  Molecules       Date:  2012-07-25       Impact factor: 4.411

  1 in total

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