Literature DB >> 12126443

First stereoselective synthesis of 2-deoxy-alpha-D-ribosyl-1-phosphate: novel application of crystallization-induced asymmetric transformation.

Hironori Komatsu1, Hirokazu Awano.   

Abstract

A first stereoselective synthesis of bis(cyclohexylamine) 2-deoxy-alpha-D-ribosyl-1-phosphate has been achieved. The synthesis features a key crystallization-induced asymmetric transformation (AT) to generate a desired alpha-anomer in 99% yield at a 98.8:1.2 ratio of alpha/beta.

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Year:  2002        PMID: 12126443     DOI: 10.1021/jo025793h

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


  2 in total

1.  New trends in nucleoside biotechnology.

Authors:  I A Mikhailopulo; A I Miroshnikov
Journal:  Acta Naturae       Date:  2010-07       Impact factor: 1.845

2.  Synthesis and biological evaluation of prodrugs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate.

Authors:  Nadege Hamon; Maurizio Quintiliani; Jan Balzarini; Christopher McGuigan
Journal:  Bioorg Med Chem Lett       Date:  2013-03-14       Impact factor: 2.823

  2 in total

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