594847-91-3

Upstream product

• 5447-74-5 methyl 3-(4-methoxybenzoyl)propionate 
• 26153-41-3 γ-(4-methoxyphenyl)-γ-butyrolactone 
• 80174-16-9 1-(4’-methoxyphenyl)butan-1,4-diol 
• 594847-86-6 1-(4-methoxyphenyl)-4-methylcarbonyloxy-(1R)-butyl acetate 

Downstream Products

• 126135-42-0 (R)-(+)-γ-(p-Methoxyphenyl)-γ-butyrolactone 

Relevant academic research and scientific papers

Cyclic ether synthesis from diols using trimethyl phosphate

Cyclic ethers have been effectively synthesized via the intramolecular cyclization of diols using trimethyl phosphate and NaH. The present cyclization could proceed at room temperature to produce 5-7 membered cyclic ethers in good to excellent yields. Substrates possessing a chiral secondary hydroxy group were transformed into the corresponding chiral cyclic ethers along with the retention of their stereochemistries.

Application of a one-pot lipase resolution strategy for the synthesis of chiral γ- and δ-lactones

A successful one-pot reduction of γ-ketoesters, δ-ketoesters and lactones to the corresponding 1,4- and 1,5-diols followed by a lipase catalyzed kinetic resolution coupled with hydrolysis to afford optically active diols is described. The synthetic utility of this one-pot method was illustrated by the oxidation of these chiral diols to respective chiral γ-butyrolactone and δ-lactones. Lipase from Pseudomonas cepacia, immobilized on ceramic afforded the product with high enantiomeric excess in good yields under mild reaction conditions. This approach has been used to develop a convenient enantioselective route for several γ- and δ-lactones using achiral and corresponding racemic starting material.