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Synthesis 1992; 1992(12): 1269-1272
DOI: 10.1055/s-1992-26355
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Synthesis and Phosphorylating Properties of Hydroxyamino Acid Phosphoramidites

C. M. Dreef-Tromp* , A. W. M. Lefeber, G. A. van der Marel, J. H. van Boom
  • *Gorlaeus Laboratories, P.O. Box 9502, 2300 RA Leiden, The Netherlands
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Publication Date:
29 April 2002 (online)

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The preparation of N-(benzyloxycarbonyl)-O-[(benzyloxy)(diisopropylamino)phosphino]serine [-threonine, -tyrosine and -hydroxyproline] benzyl esters using the versatile phosphitylating reagent benzyl N,N,N′,N′-tetraisopropylphosphorodiamidite [benzyloxybis(diisopropylamino)phosphine] is described. The application of the benzyl (hydroxyamino acid) phosphoramidites is illustrated in the synthesis of several phosphate diesters.