111504-06-4Relevant articles and documents
AN EFFICIENT SYNTHESIS OF N-HYDROXY-α-AMINO ACID DERIVATIVES OF HIGH OPTICAL PURITY.
Feenstra, R. W.,Stokkingreef, E. H. M.,Nivard, R. J. F.,Ottenheijm, H. C. J.
, p. 1215 - 1218 (1987)
Conversion of α-hydroxy esters via triflates into compounds 3 proceeds in chemical yields ranging from 78 to 89percent and with optical purities ranging from 76 to 100percent.
Conversion of a hydroxy group in certain alcohols into a fluorosulfonate ester or a trifluoromethylsulfonate ester
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Page column 12, (2010/02/05)
The present invention provides a method of converting a hydroxy group in alcohols containing an electron withdrawing group into perfluoroalkane sulfonate and fluorosulfonate esters, which are good leaving groups, with inversion of configuration where the hydroxyl-bearing carbon is chiral. The method consists of converting an alcohol to an O—N,N-dialkylsulfamate ester and reacting it with a perfluoroalkansulfonic or fluorosulfonic acid. The method has applications in the synthesis of pharmaceutical and agrochemical compounds.
Interconversion of (R) and (S)-α-hydroxy esters: precursors of (S) and (R)-O-benzyl-α-hydroxylamino acid esters of high optical purity.
Feenstra, R. W.,Stokkingreef, E. H. M.,Nivard, R. J. F.,Ottenheijm, H. C. J.
, p. 5583 - 5596 (2007/10/02)
(R)- and (S)-α-hydroxy esters 5 are interconverted via their triflates 6 in high chemical as well as optical yields by reaction with dimethylformamide.The same triflates are efficiently converted into N-hydroxy-α-amino acid derivatives 7 of high optical purity.
Synthetic study on N-hydroxyaspartic acid
Kolasa, T.
, p. 2139 - 2142 (2007/10/02)
The synthesis of N-acyl derivatives of N-hydroxyaspartic acid was achieved by use of N-benzyloxyaspartic acid esetrs as starting material.The preparation of N-benzyloxyaspartic acid is described.