470-51-9Relevant articles and documents
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Gal et al.
, p. 4181 (1954)
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Microbial enantioselective removal of the N-benzyloxycarbonyl amino protecting group
Maurs, Michele,Acher, Francine,Azerad, Robert
, p. 22 - 26 (2012/10/29)
In order to deprotect N-carbobenzoxy-l-aminoacids (Cbz-AA) and related compounds, a series of microorganisms was selected from soil by enrichment cultures with Cbz-l-Glu as sole nitrogen source. A lyophilized whole-cell preparation of two Arthrobacter sp. strains grown on Cbz-Glu or Cbz-Gly exhibited a high cleavage activity. The conditions of hydrolysis have been optimized and a quantitative enantioselective deprotection of several Cbz-dl-amino acids was obtained, as well as the deprotection of N-carbamoylester derivatives of several synthetic amino compounds. The preparation of Cbz-d-allylglycine and l-allylglycine in high yield and high optical purity is described as an application of this method.
Asymmetric Strecker reaction of γ-keto acids. Facile entry to α-substituted and α,γ-disubstituted glutamic acids
Tang, Guozhi,Tian, Hongqi,Ma, Dawei
, p. 10547 - 10552 (2007/10/03)
The Strecker reaction of γ-keto acid derived sodium salts with (S)-phenylglycinol followed by treatment of the resultant α-amino nitriles with methanolic HCl and heating at 200°C give bicyclic lactones 11 and 12. Hydrolysis and subsequent debenzylation of
