114180-03-9Relevant articles and documents
Nanomole-scale assignment of configuration for primary amines using a kinetic resolution strategy
Miller, Shawn M.,Samame, Renzo A.,Rychnovsky, Scott D.
supporting information, p. 20318 - 20321 (2013/02/23)
The absolute configurations of primary amines were assigned using a kinetic resolution strategy with Mioskowski's enantioselective 1-(R,R) and 2-(S,S) acylating agents. A simple mnemonic was developed to determine the configuration. A pseudoenantiomeric pair of reagents, 1-(R,R) and 2-(S,S)-d 3, was prepared and used to assay primary amines on a micromolar scale. The ESI-MS readout of the resulting acetamide products reproduced the selectivity factors from kinetic experiments. The method can be used on mixtures of amines and was validated with amine samples as small as 50 nmol.
LIPASE-CATALYSED KINETIC RESOLUTION OF N,O-DIACETYL-2-AMINO-1-BUTANOL IN DIISOPROPYL ETHER
Bevinakatti, Hanamanthsa S.,Newadkar, Ravindra V.
, p. 583 - 586 (2007/10/02)
N,O-Diacetyl-2-amino-1-butanol (2) on lipase-catalysed transesterification with 1-butanol in diisopropyl ether gave (S)-(-)-2 and (R)-(+)-N-acetyl-2-amino-1-butanol (3); proper stereochemistry and correct optical rotations of chiral 2 and 3, incorrectly reported in literature, were determined after their conversion to chiral 2-amino-1-butanol (1).
Synthesis and absolute configuration of chain branched cimetidine analogous thioethers
Elz,Drager,Schunack
, p. 348 - 354 (2007/10/02)
-
