157007-74-4

Upstream product

• 27373-86-0 (R)-5,5-dimethyl-4-(3-methyl-but-1-en-c-yl)-dihydro-furan-2-one 
• 80408-87-3 (+)-5,5-dimethyl-4-(3-oxobutyl)tetrahydrofuran-2-one 
• 79-91-4 terebic acid 
• 100052-76-4 (S)-6,6-dimethyl-5-(2-methyl-propenyl)-tetrahydro-pyran-2-one 
• 64-18-6 formic acid 
• 124744-28-1 ((R)-3,3-Dimethyl-oxiranyl)-acetic acid methyl ester 
• 67-66-3 chloroform 
• 10028-15-6 ozone 
• 498-15-7 (+)-Δ³-carene 
• 7664-93-9 sulfuric acid 
• 1187-70-8 (S)-2-isopropylsuccinic acid 
• 6934-77-6 β-carbomethoxy-γ,γ-dimethyl-γ-butyrolactone 
• 78597-75-8 (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one 
• 156905-61-2 (S)-4-[1,3]Dioxolan-2-yl-5,5-dimethyl-dihydro-furan-2-one 

Relevant academic research and scientific papers

Highly diastereoselective addition of photochemically generated radicals to (5R)-(-)-menthyloxy-2[5H]-furanone - Synthesis of (-)-terebic acid

Photochemically generated ketyl and 2-dioxolanyl radicals are added with high diastereoselectivity (de > 95%) to (5R)-(-)-5-menthyloxy-2[5H]-furanone. This reaction is used for the asymmetric synthesis of (-)-terebic acid. The double bond is attacked by t

Chemoenzymatic synthesis of enantioenriched 5-oxo-tetrahydro-3- furancarboxylic acid derivatives

(R)-(+)-Paraconic acid 4, (S)-(-)-terebic acid 6 and their corresponding methyl and ethyl esters having ee's ranging from 60% to 92% were obtained by enzymatic resolution of their racemates. The enzymatic resolution of racemic ethyl γ-methylparaconates 14a and 14b allowed the isolation of the unreacted ester (2R,3R)-(+)-14a and that of the lactonic acid (2S,3R)-(-)-5b with 80% and 93% ee, respectively, the former by the use of Horse liver acetone powder (HLAP), the latter using α-chymotrypsin (α-CT). The enantiomeric ethyl (2S,3S)-(-)-14a and (2S,3R)-(-)-14b, both with >99% ee, were obtained by baker's yeast reduction of diethyl acetylsuccinate.

KINETIC RESOLUTION OF RACEMIC β,γ-EPOXY ESTERS WITH PIG LIVER ESTERASE (PLE, E.C. 3.1.1.1.)

The β,γ-epoxy esters (+/-)-2 to (+/-)-6 were synthetisized.The E-values of kinetic resolution of 2, 3, 4, and 6 with PLE and the absolute configuration of the products of the hydrolysis were determined by the conversion to known compounds.