A practical synthesis of 2,2-difluoro-3-amino-propanoic acid (alpha,alpha-difluoro-beta-alanine)

Cheguillaume, A;Lacroix, Simon;Marchand-Brynaert, Jacqueline
(2003) Tetrahedron Letters — Vol. 44, n° 11, p. 2375-2377 (2003)

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Authors
  • Cheguillaume, A
    Author
  • Lacroix, SimonUCLouvain
    Author
  • Marchand-Brynaert, JacquelineUCLouvain
    Author
Abstract
Reformatsky reaction of ethyl bromodifluoroacetate with N,N-(dibenzyl)-1H-benzotriazolyl-1-methylamine gave fully protected alpha,alpha-difluoro-beta-alanine. Hydrogenolysis and hydrolysis furnished alpha,alpha-difluoro-beta-alanine. Further transformation into N-phthalimido-alpha,alpha-difluoro-beta-alanine was described. (C) 2003 Elsevier Science Ltd. All rights reserved.
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Cheguillaume, A., Lacroix, S., & Marchand-Brynaert, J. (2003). A practical synthesis of 2,2-difluoro-3-amino-propanoic acid (alpha,alpha-difluoro-beta-alanine). Tetrahedron Letters, 44(11), 2375-2377. https://doi.org/10.1016/S0040-4039(03)00243-0 (Original work published 2003)