210561-40-3Relevant articles and documents
N-hydroxymethyl group for configurationally stable N-alkoxycarbonyl α- amino aldehydes [1]
Hyun, Seung Il,Kim, Young Gyu
, p. 4299 - 4302 (2007/10/03)
Attachment of an N-hydroxymethyl group to N-Boc-α-amino aldehyde enhanced greatly the configurational stability of the stereogenic carbon α to the aldehyde group by shifting the equilibrium from an open form of ω- hydroxyaldehyde to a closed form of hemiacetal. The N-hydroxymethyl group was introduced by treating N-Boc-α-amino acids with formaldehyde in the presence of an acid catalyst followed by reduction with DIBALH.