40131-09-7

Usage

InChI:InChI=1/C9H14O5/c1-4-13-8(10)7(6-12-3)9(11)14-5-2/h6H,4-5H2,1-3H3

Upstream product

• 67-56-1 methanol 
• 28783-51-9 diethyl 2-(chloromethylene)malonate 
• 105-53-3 diethyl malonate 
• 149-73-5 trimethyl orthoformate 
• 20734-18-3 diethyl 2-(hydroxymethylene)malonate 

Downstream Products

• 118791-14-3 6-Chlor-3-chinolincarbonsaeure 
• 71082-47-8 6-methoxyquinoline-3-carboxylic acid 
• 1256932-78-1 ethyl 2-ethoxycarbonyl-3-[3-(trifluoromethylthio)anilino]-2-propenoate 
• 52980-28-6 ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 23789-85-7 ethyl 1-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate 
• 66093-18-3 ethyl 7-bromo-4-oxo-1,4-dihydro-1,5-naphthyridine-3 -carboxylate 
• 16867-58-6 diethyl 2-[[(5-bromo-2-pyridyl)amino]methylene]propanedioate 
• 1401447-79-7 diethyl 2-[[[1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridin-5-yl]amino]methylene]propanedioate 
• 1256468-44-6 2-[(4-methylcarbamoyl-phenylamino)-methylene]malonic acid diethyl ester 
• 101937-44-4 diethyl 2-((4-bromophenylamino)methylene)malonate 

Relevant academic research and scientific papers

NMR spectroscopic data of some 1-alkoxy-2,2-di(carbonyl, carboxyl, cyano)-substituted ethylenes

The 1H-13C NMR shifts as well as 1H and 13C coupling constants of 14 alkoxymethylene malonic acid and acetoacetic acid derivatives and two alkoxymethylene acetylacetones are reported. The 17O NMR spectra have been recorded for six of them. The long-range coupling 3J(H-C=C-CR) has been used for determining the stereochemistry of the double bond. Copyright

Synthesis and lipase-catalyzed asymmetric acetylation of 3-hydroxyl-2-hydroxymethylpropanal acetals

Prochiral dialkylacetal derivatives of 3-hydroxy-2-hydroxymethylpropanal 6a-e were synthesized from the corresponding 2-substituted diethyl malonates 5a-e and subjected to asymmetric enzymatic acetylation. The diethyl malonates 5a-f were prepared from diethyl chloromethylenemalonate 3 by using either a one- or a two-step process. Asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal diethyl acetal 6b with several enzymes was studied first, showing the highest enantiotopic selectivity with lipase from Pseudomonas fluorescens (PFL). Solvent effect was also investigated: the best selectivity was obtained in a mixture of hexane and diethyl ether. Furthermore, several other acetals 6a-e were also tested under the optimal acetylation conditions.