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Synthesis 1995; 1995(9): 1155-1158
DOI: 10.1055/s-1995-4069
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Convenient Preparation of O-Benzyl-N-Cbz-D-serinol, an Intermediate in β-Hydroxy-α-amino Acid Synthesis

Giuliano Delle Monache, Maria Cristina Di Giovanni, Francesco Maggio, Domenico Misiti* , Giovanni Zappia1
  • *Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università ”La Sapienza”, P.le A. Moro 5, I-00185 Roma, Italy, Fax +39(6)49912780
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Publikationsdatum:
31. Dezember 2000 (online)

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A convenient preparation of (2S)-3-benzyloxy-2-[(benzyloxycarbonyl)amino]propanol (2) in 52% yield, employing cheap L-serine as starting material, is described. Conversion of 2 into methyl (2Z,4R)-5-benzyloxy-4-[(benzyloxycarbonyl)amino]pent-2-enoate (1) is reported.

L-serine - Still’s reagent - methyl (2Z,4R)-5-benzyloxy-4-[(benzyloxycarbonyl)amino]pent-2-enoate