109276-71-3Relevant articles and documents
Synthesis of N-Boc-α-Amino Acids with Nucleobase Residues as Building Blocks for the Preparation of Chiral PNA (Peptidic Nucleic Acids).
Lenzi, Alessandro,Reginato, Gianna,Taddei, Maurizio
, p. 1713 - 1716 (1995)
N-Boc-Glutamic acid α-benzyl ester was transformed into 4-bromo-2-(tert-butoxycarbonylamino)-butyric acid benzyl ester using the Barton-Crich protocol.This bromo derivative undergoes nucleophilic substitution with nucleobases to give optically active N-Bo
HOMOLYTIC DECARBOXYLATION OF GLUTAMATE ANALOGUES
Vidal-Cros, Anne,Bory, Sonia,Gaudry, Michel,Marquet, Andree
, p. 1799 - 1802 (1989)
The homolytic decarboxylation of a 3-cyclopropylglutamate derivative yields some rearrangement product whereas that of a 3-fluoroglutamate derivative yields the decarboxylation product without elimination.These results are discussed in relationship with t
Side chain homologation of alanyl peptide nucleic acids: Pairing selectivity and stacking
Diederichsen, Ulf,Weicherding, Daniel,Diezemann, Nicola
, p. 1058 - 1066 (2007/10/03)
Alanyl peptide nucleic acids (alanyl-PNAs) are oligomers based on a regular peptide backbone with alternating configuration of the amino acids. All side chains are modified by covalently linked nucleobases. Alanyl-PNAs form very rigid, well defined, and l
New synthesis of sugar, nucleoside and α-amino acid phosphonates
Barton,Gero,Quiclet-Sire,Samadi
, p. 1627 - 1636 (2007/10/02)
Photolysis of N-hydroxy-2-thiopyridone esters derived from uronic acids of α-amino acids in presence of vinyl phosphonate affords the corresponding phosphonate derivatives. A convenient route for the synthesis of the isostere of AZT-5' monophosphate is de
MANIPULATION OF THE CARBOXYL GROUPS OF α-AMINO-ACIDS AND PEPTIDES USING RADICAL CHEMISTRY BASED ON ESTERS OF N-HYDROXY-2-THIOPYRIDONE
Barton, Derek H. R.,Herve, Yolande,Potier, Pierre,Thierry, Josiane
, p. 5479 - 5486 (2007/10/02)
Photolysis of α-amino-acid or peptide esters derived from N-hydroxy-2-thiopyridone in the presence of t-butylthiol affords the expected decarboxylation products in good yield.The reaction can be applied to the α-carboxyl or to the side chain carboxyl of g
CONCISE SYNTHESES OF L-SELENOMETHIONINE AND OF L-SELENOCYSTINE USING RADICAL CHAIN REACTIONS
Barton, Derek H. R.,Bridon, Dominique,Herve, Yolande,Potier, Pierre,Thierry, Josiane,Zard, Samir Z.
, p. 4983 - 4990 (2007/10/02)
L-Selenomethionine and L-selenocystine were prepared in high overall yields from protected L-glutamic and L-aspartic acid derivatives respectively.Irradiation of the mixed anhydrides (esters) derived from 4 (e.g. 15) in the presence of dimethyldiselenide provided the protected L-selenomethionine 16 directly.We have shown that triselenocyanide Se3(CN)2 can serve as an efficient selenocyanating agent for radicals; the selenocyanide group is a good precursor for the diselenide moiety of L-selenocystine.