The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. Application In Synthesis of Diethyl 2-aminomalonate hydrochloride, 13433-00-6, Name is Diethyl 2-aminomalonate hydrochloride, SMILES is O=C(OCC)C(N)C(OCC)=O.[H]Cl, in an article , author is Tsutsui, Kazuyoshi, once mentioned of 13433-00-6.
The asymmetric syntheses of a range of N- and O-protected 3-deoxy-3-aminosphingoid bases have been achieved using two complementary approaches. DL-Serine was converted to a racemic N,N-dibenzyl-protected gamma-amino-alpha,beta-unsaturated ester which was resolved using a parallel kinetic resolution (PKR) strategy upon reaction with a pseudoenantiomeric mixture of lithium (R)-N-benzyl-N-(alpha-methylbenzyl)amide and lithium (S)-N-3,4-dimethoxybenzyl-N-(alpha-methylbenzyl)amide, giving the corresponding enantio- and diastereoisomerically pure beta,gamma-diamino esters. Alternatively, elaboration of L-serine gave the corresponding enantiopure N,N-dibenzyl-protected gamma-amino-alpha,beta-unsaturated ester, and doubly diastereoselective conjugate addition of the antipodes of lithium N-benzyl-N-(alpha-methylbenzyl)amide was found to proceed under the dominant stereocontrol of the lithium amide reagent in both cases, thus augmenting the accessible range of beta,gamma-diamino esters. Both of these protocols were expanded to include in situ oxidation of the enolate formed upon conjugate addition, giving access to the corresponding alpha-hydroxy-beta,gamma-diamino esters. Elaboration of these beta,gamma-diamino and alpha-hydroxy-beta,gamma-diamino esters gave the protected forms of the 3-deoxy-3-aminosphingoid base targets.
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Reference:
Amide – Wikipedia,
,Amide – an overview | ScienceDirect Topics