172097-45-9

Upstream product

• 501-53-1 benzyl chloroformate 
• 154171-00-3 (2S,3S)-3-amino-1,2-butanediol 

Downstream Products

• 172097-57-3 (4S,5S)-N-benzyloxycarbonyl-5-hydroxymethyl-2,2,4-trimethyloxazolidine 
• 172097-59-5 (4S,5S)-N-benzyloxycarbonyl-2,2,4-trimethyloxazolidin-5-carboxylic acid 
• 172097-53-9 (2S,3S)-1-p-methoxybenzyloxy-3-benzyloxycarbonylamino-2-butanol 
• 172097-55-1 (4S,5S)-N-benzyloxycarbonyl-5-(4-methoxybenzyloxymethyl)-2,2,4-trimethyloxazolidine 

Relevant academic research and scientific papers

Enantioselective Synthesis of Fully Protected anti 3-Amino-2-Hydroxy Butyrates

An efficient enantioselective synthesis of fully protected anti 3-amino-2-hydroxybutyrates has been developed.Starting from enantiomerically enriched anti N-diphenylmethyl-3-amino-1,2-butanediol, after a change in the nitrogen protecting group, the primary alcohol was protected by regioselective reduction of the corresponding p-methoxybenzylidene acetal.Formation of the oxazolidine and deprotection of the primary alcohol followed by oxidation afforded protected α-hydroxy-β-amino acids in good yield.Since the source of asymmetry is a catalytic Sharpless epoxidation, both enantiomeric series are available and the methodology developed here is expected to be of broad applicability.