A four step synthesis of (2S,5R)- and (2S,5S)-5-hydroxylysine using Williams' glycine template methodology for controlling the stereogenicity at the alpha-position is reported. This route offers the possibility for the synthesis of all possible isomers of 5-hydroxylysine and of an important alpha-amino acidic iodohydrin required for the construction of the hydroxylated side chain of the collagen cross-link pyridinoline.
A practical and simple synthesis of (2S,5R)- and (2S,5S)-5-hydroxylysine and of a related alpha-amino acid required for the synthesis of the collagen cross-link pyridinoline / P. Allevi, M. Anastasia. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 15:13(2004 Jul 05), pp. 2091-2096.
Titolo: | A practical and simple synthesis of (2S,5R)- and (2S,5S)-5-hydroxylysine and of a related alpha-amino acid required for the synthesis of the collagen cross-link pyridinoline |
Autori: | ALLEVI, PIETRO (Primo) ANASTASIA, MARIO (Ultimo) |
Parole Chiave: | Hydroxylysine building-block ; biochemical marker ; urinary-excretion ; stereoselective-synthesis ; modular synthesis ; L-lysine ; deoxypyridinoline ; glycosides ; bone ; 5-hydroxylysine |
Settore Scientifico Disciplinare: | Settore BIO/10 - Biochimica |
Data di pubblicazione: | 5-lug-2004 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.tetasy.2004.06.004 |
Appare nelle tipologie: | 01 - Articolo su periodico |