90936-22-4Relevant articles and documents
Controlled Monohydroxymethylation of Glycine to Serine Based on Selective Protection of Methylene Group
Slomczynska, Urszula,Kaminski, Zbigniew J.,Leplawy, Miroslaw T.
, p. 85 - 88 (2007/10/02)
The preparative method, enabling conversion of glycine to serine, has been developed.The crucial step involves replacing one H atom in CH2 group, present in oxazolone (3), by 1-ethoxycarbonyl-1,4-dihydropyridyl protecting group along the reaction scheme 1 -> 2 -> 3.The use of protecting group allows controlled monohydroxymethylation of 3 by means of formaldehyde resulting in formation of 5-benzoyl-amino-5-(1-ethoxycarbonyl-1,4-dihydro-4-pyridyl)-4-oxo-1,3-dioxane (4), which in turn was hydrolyzed to give racemic serine (5).