130115-08-1Relevant articles and documents
A novel synthesis of the (2R,3S)-and (2S,3R)-3-amino-2-hydroxycarboxylic acid derivatives, the key components of a renin inhibitor and bestatin, from methyl (R)- and (S)-mandelate
Kobayashi,Takemoto,Ito,Terashima
, p. 3031 - 3034 (1990)
The title synthesis could be accomplished by featuring the [2+2]-cycloaddition reaction of a chiral imine with benzyloxyketene, alcoholysis of the formed 2-azetidinone derivative, and reductive removal of the mandelate-derived benzylic oxygen by way of a 2-oxazolidone derivative.
A Stereoselective Synthesis of the (2R,3S)- and (2S,3R)-3-Amino-2-hydroxybutyric Acid Derivatives, the Key Components of a Renin Inhibitor and Bestatin
Kobayashi, Yuko,Takemoto, Yoshiji,Kamijo, Tetsuhide,Harada, Hiromu,Ito, Yoshio,Terashima, Shiro
, p. 1853 - 1868 (2007/10/02)
The title synthesis was achieved by featuring the -cycloaddition reaction of benzyloxyketene with a chiral imine derived from methyl (R)- or (S)-mandelate, alcoholysis of the formed 3,4-cis disubstituted β-lactam under acidic conditions, and reductiv