79950-84-8

Usage

Chemical Structure

Contains a furan ring
Has a hydroxy group (-OH)
Two methyl groups (-CH3) attached to the furan ring
Includes a side chain with a ketone group (C=O)

Potential Applications

Likely useful in organic synthesis
Possible applications in the pharmaceutical industry

Research Status

Not widely known or studied extensively
Further research needed to fully understand its properties and potential uses.

Upstream product

• 627-19-0 1-Pentyne 
• 132902-46-6 (2S)-2-methyl-4,5-dihydro-2(H)-furan-3-one-2-propionic acid methyl ester 
• 141691-01-2 3-{(S)-3-[3-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butoxy]-2,4-dimethyl-5-oxo-2,5-dihydro-furan-2-yl}-N-methoxy-N-methyl-propionamide 
• 141690-96-2 9-oxo-2,4,7-trimethyl-1,5,8-trioxaspiro<4,5>decane-7-propanoic acid methyl ester 
• 141690-93-9 2,4,7-trimethyl-1,5,8-trioxaspiro<4,5>decane-7-propanoic acid methyl ester 
• 141690-99-5 4-(1-methyl-3-<oxy>butoxy)-5-methyl-2(5H)-furanone-5-propionic acid methyl ester 
• 141691-00-1 (5S)-4-(1-methyl-3-<oxy>butoxy)-3,5-dimethyl-2(5H)-furanone-5-propanoic acid 
• 141690-91-7 4-(1-methyl-3-oxo-butoxy)-3,5,N-trimethyl-2(5H)-furanone-5-N-methoxypropanamide 
• 141690-95-1 4-(1-methyl-3-hydroxy-butoxy)-3,5,N-trimethyl-2(5H)-furanone-5-N-methoxypropanamide 
• 141690-97-3 4-(3-hydroxy-1-methylbutoxy)-5-(2-carbomethoxyethyl)-5-methyl-2(5H)-furanone 
• 141691-02-3 (5S)-4-hydroxy-3,5,N-trimethyl-2(5H)-furanone-N-methoxypropanamide 
• 91878-36-3 (S)-methyl tetrahydro-2,α-dimethyl-5,β-dioxo-2-furanpropanoate 
• 86363-00-0 (S)-tetrahydro-2-methyl-5-oxo-2-furancarboxylic acid chloride 
• 86331-93-3 (S)-2,5-dihydro-3-hydroxy-2,4-dimethyl-5-oyo-2-furanpropanoic acid 

Relevant academic research and scientific papers

Lipase-catalyzed kinetic resolution of tetronic acid derivatives bearing a chiral quaternary carbon: total synthesis of (S)-(-)-vertinolide

We have developed a chemoenzymatic synthesis of (S)-vertinolide 1 with a chiral quaternary carbon atom at C5. In the kinetic resolution of tetronic acid precursor 6, lipase PS-D furnished the recovered alcohol 6 with an (R)-stereochemistry in a ratio of 95% ee, whereas lipase AY gave (S)-alcohol 6 with 93% ee. Chemical transformations of (S)-alcohol 6 provided (S)-vertinolide 1 in 33% yield in five steps with no loss of enantiomeric excess.

Enantioselective synthesis of (-)-vertinolide

(-)-Vertinolide, a β-tetronic acid derivative isolated from Verticillium intertextum as one of the mycotoxins, was synthesized starting from (R)-lactic acid as the chiral source by using Seebach's chiral self- reproduction method. The β-tetronic acid moiety was constructed by reductive dehydroxylation of α,β-dihydroxybutanolide with samarium(II) iodide and subsequent oxidation.

Synthesis of (-)-Vertinolide

(-)-Vertinolide, a β-tetronic acid deriative isolated from Verticillium intertextum as one of the mycotoxins, was synthesized starting from (R)-lactic acid as the chiral source using Seebach's chiral self-reproduction method.

New Approach to Chiral 5,5-Disubstituted Tetronic Acids. Enantioselective Synthesis of (-)-Vertinolide.

A general protocol for enantioselective construction of tetronic acids bearing a stereogenic center at C-5 is described.The readily available Michael adduct 12, obtained by addition of methyl acrylate to imine 10 derived from 2-methyl-4,5-dihydrofuran-3-o

Synthesis of (S)-(-)-Vertinolide

(S)-(-)-Vertinolide 1 was synthesized via the tetronic acid derivative 6 form (S)-(-)-tetrahydro-2-methyl-5-oxo-2-furancarboxylic acid 3. (+/-)-Vertinolide was also synthesized from (+/-)-3.