395059-83-3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 302571-68-2 ethyl 2-chloro-3-hydroxy-2-methyl-3-(4-methoxyphenyl)propanoate 
• 399551-36-1 ethyl 2,3-epoxy-2-methyl-3-[4-(methoxy)phenyl]propanoate 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 

Relevant academic research and scientific papers

Transformation of α,β-epoxyesters into 2,3-dideuterioesters promoted by samarium diiodide

An easy and general sequenced elimination/reduction process by means of samarium diiodide, in the presence of D2O, provides an efficient method for synthesizing 2,3-dideuterioesters 2. The reaction can be also carried out in the presence of H2O instead of D2O, yielding the corresponding saturated esters 4. Other deuterated esters have been also obtained. A mechanism to explain this synthesis has been proposed.

Synthesis of 2,3-dideuterioesters from 2-halo-3-hydroxyesters by using metallic samarium and diiodomethane

2,3-Dideuterioesters are obtained in high yield from 2-chloro-3-hydroxyesters by a sequenced elimination/reduction process promoted by samarium diiodide generated in situ from metallic samarium and diiodomethane.

Sequential elimination-reduction reactions promoted by samarium diiodide: Synthesis of 2,3-dideuterioesters or -amides

A facile and general sequential elimination/reduction process promoted by samarium diiodide provides an efficient method for synthesizing saturated esters or amides 3 from readily available starting materials. The reaction involves a β-elimination of the starting 2-halo-3-hydroxyesters or -amides 1 and subsequent 1,4-reduction of the obtained α,β-unsaturated esters or amides in the presence of H2O. When D2O is used instead of H2O, 2,3-dideuterioesters or -amides 4 are isolated. A mechanism is proposed to account for this synthesis.