200813-56-5Relevant articles and documents
Liquid and solid phase syntheses of orthogonally protected α-hydrazinoacid derivatives
Bouillon, Isabelle,Brosse, Nicolas,Vanderesse, Régis,Jamart-Grégoire, Brigitte
, p. 3569 - 3572 (2004)
The first solid phase synthesis of chiral α-hydrazinoacids has been developed. This synthesis was achieved by the preparation of solid supported-N-alkyloxycarbonyl-aminophthalimides used as acidic partners in the Mitsunobu protocol involving α-hydroxyesters. Two different final trans-protection steps of the phthaloyl group, developed first in liquid phase, result in efficient releases of orthogonally bis-protected or fully tris-protected hydrazine derivatives. A comparison between liquid and solid phase syntheses is outlined: even if the overall yields are sometimes rather higher by the liquid phase synthesis, the on-resin protocol is much more rapid and convenient than the liquid protocol.
A practical reagent for the synthesis of substituted hydrazines
Grehn, Leif,Nyasse, Barthelemy,Ragnarsson, Ulf
, p. 1429 - 1432 (2007/10/03)
A practical, inexpensive triprotected hydrazine reagent, 2-benzyloxycarbonyl-1 -tert-butoxycarbonyl-1- (4-methylphenylsulfonyl)-hydrazine, 1-Boc-1-Tos-2-Z-hydrazine (2), has been prepared on a 100 pnmol scale and examined with respect to application in st
