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. [10.1016/j.tetasy.2004.06.004]
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. AlleviPrimo
;M. AnastasiaUltimo
2004
Abstract
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.Pubblicazioni consigliate
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