27331-97-1

Upstream product

• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 94-30-4 ethyl 4-methoxybenzoate 

Downstream Products

• 105560-93-8 methyl (2R,3S)-3-(4-methoxyphenyl)glycidate 
• 137173-40-1 (2S,3R)-methyl p-methoxycinnamate epoxide 
• 153829-66-4 (2S,3S)-2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid 
• 153829-67-5 methyl (2S,3S)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate 

Relevant academic research and scientific papers

A new enantioselective synthesis of (2R,3S)-3-(4-methoxyphenyl)glycidic ester via the enzymatic hydrolysis of erythro-N-acetyl-β-(4- methoxyphenyl)serine

Enantioselective synthesis of (2R,3S)-3-(4-methoxyphenyl)glycidic ester ((2R,3S)-1) via the enzymatic hydrolysis of erythro-N-acetyl-β-(4- methoxyphenyl)serine (9) was investigated. Treatment of the obtained α- amino acid (-)-10 with NaNO2-KBr-dilute H2SO4, esterification, and subsequent oxiran-ring closure of the halohydrin gave the target compound (2R,3S)-1 with high enantiomeric excess (94% ee).

Single-Step Modular Synthesis of Unsaturated Morpholine N-Oxides and Their Cycloaddition Reactions

A single-flask procedure for the generation of α-keto-N-alkenylnitrones through a Chan–Lam coupling and subsequent spontaneous 6π electrocyclization of these intermediates for the synthesis of 2H-1,4-oxazine N-oxides has been developed for a variety of α-ketooximes and alkenylboronic acids. This transformation provides a new approach to C-substituted unsaturated morpholine derivatives that are poised to undergo further functionalization for the preparation of a diverse array of novel heterocyclic structures. The scope of the new method for the synthesis of 2H-1,4-oxazine N-oxides is discussed, in addition to initial studies describing the cycloaddition reactivity of these new heterocyclic intermediates.