85828-38-2Relevant academic research and scientific papers
Chirospecific Synthesis of β-Hydroxy α-Amino Acids
Roemmele, Renee C.,Rapoport, Henry
, p. 1866 - 1875 (2007/10/02)
A variety of β-hydroxy α-amino acids have been synthesized with complete enantiomeric purity from L-serine.These include β-hydroxyglutamic acid, β-hydroxypipecolic acid, β-hydroxylysine, β-hydroxyproline, and β-hydroxymethionine.The syntheses proceed by t
α-Amino Acids as Chiral Educts for Asymmetric Products. Aminoacylation of Metallo Alkyls and Alkenyls
Knudsen, Christopher G.,Rapoport, Henry
, p. 2260 - 2266 (2007/10/02)
α-Amino acids have been developed as educts for the preparation of optically pure α-amino aliphatic ketones.The amino group of the L-amino acid was first blocked as a suitable acyl derivative, namely, acetyl, benzoyl, ethoxycarbonyl, or benzenesulfonyl.Then the lithium carboxylate was formed and treated with alkyl- and alkenyllithium or Grignard reagents.Thus butyl, allyl, and vinyl organometallics were added to the lithium carboxylates of L-α-N-substituted alanine, valine, O-benzyltyrosine, methionine, serine, and ε-(ethoxycarbonyl)lysine to yield the corresponding optically pure ketones, protected as amides, sulfonamides, or carbamates.
