96540-43-1

Upstream product

• 96540-35-1 3-ethoxycarbonyl-4-iodomethyl-4,5-dihydrofuran-2(3H)-one 
• 96540-39-5 3-ethoxycarbonyl-4-methyl-4,5-dihydrofuran-2(3H)-one 
• 138485-77-5 (S)-4-Benzyloxy-2-tert-butoxycarbonyl-3-methylbutansaeure-tert-butylester 

Downstream Products

• 64190-48-3 (S)-3-methyl-4-butanolide 
• 65284-00-6 (R)-3-methyl-γ-butyrolactone 
• 54145-05-0 4-methyl-3-phenylthio-4,5-dihydrofuran-2(3H)-one 
• 96540-50-0 4-methyl-3-phenylsulfinyl-4,5-dihydrofuran-2(3H)-one 
• 64190-48-3 dihydro-4-methyl-2(3H)-furanone 

Relevant academic research and scientific papers

A new synthesis of (S)-β-methyl-γ-butyrolactone and (S)-4-benzyloxy-3-methylbutanoic acid

A stereoselective synthesis of (S)-β-methyl-γ-butyrolactone [(S)-4,5-dihydro-4-methyl-2(3H)-furanone, 1] and of (S)-4-benzyloxy-3-methylbutanoic acid (2) is described. Both compounds are prepared starting from inexpensive L-ethyl lactate with overall yields of 26% and 30%, respectively. The products are valuable chiral building blocks.

Synthesis of 4-Alkyl-2(5H)-furanones

An alternative method for the synthesis of 4-alkyl-2(5H)-furanones is described.Intramolecular carbene addition reaction of α-diazo compounds (4) in the presence of rhodium acetate or copper acetylacetonate furnished the bicyclic compounds (5), which were subjected to cyclopropane ring-opening reaction to give the 4-alkyl-4,5-dihydrofuran-2(3H)-ones (6) regioselectively.These compounds (6) were further converted into 4-alkyl-2(5H)-furanones (14) in several steps.Keywords - carbene; intramolecular addition; butenolide; cyclopropanation; ring-opening reaction