6592-19-4

Usage

InChI:InChI=1/C12H14O5/c1-4-17-12(14)11(13)9-6-5-8(15-2)7-10(9)16-3/h5-7H,4H2,1-3H3

Upstream product

• 4755-77-5 Ethyl oxalyl chloride 
• 151-10-0 1,3-Dimethoxybenzene 
• 17715-69-4 1-Bromo-2,4-dimethoxybenzene 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 35031-34-6 5-Brom-2,4-dimethoxyphenylglyoxylsaeure-ethylester 
• 131391-98-5 ethyl 2-methoxy-(α-2,4-dimethoxyphenyl)cinnamate 
• 6592-00-3 ethyl (+)-2-hydroxy-(2',4'-dimethoxyphenyl)acetate 
• 6592-00-3 ethyl (-)-2-hydroxy-(2',4'-dimethoxyphenyl)acetate 
• 1281223-21-9 ethyl (2,4-dimethoxyphenyl)(difluoro)acetate 
• 1285212-71-6 2-(2,4-dimethoxyphenyl)-2-oxo-N-phenylacetamide 
• 26767-17-9 2-(2,4-dimethoxybenzene)-2-oxoacetic acid 
• 1619932-99-8 ethyl (E)-3-[(2S,3R,4R)-4-(2,4-dimethoxyphenyl)-4-hydroxy-5-oxo-1,2-diphenylpyrrolidin-3-yl]acrylate 
• 35031-35-7 (5-bromo-2,4-dimethoxy-phenyl)-glyoxylic acid 
• 131391-99-6 3-(2,4-dihydroxyphenyl) coumarin 

Relevant academic research and scientific papers

A short route to access oxaspiro[: N,3,3]propellanes

Novel access to oxaspiro[n,3,3]propellanes has been developed from bicyclic lactones directly prepared by a photochemical hydroxymethylation or alternatively by a three-step sequence. Thanks to the presence of additional hydroxy- and propargylic groups, a second cyclization catalyzed by silver or bismuth salts, led to the propellane structure which was finally transformed into spiranic derivatives by a Simmons-Smith reaction or condensation with α-ketoesters.

Operationally Simple and Selective One-Pot Synthesis of Hydroxyphenones: A Facile Access to SNARF Dyes

High selectivity is observed during a Friedel-Crafts acylation/demethylation cascade. In contrast to this cascade, oxygen-containing acylating reagents do not undergo the demethylation step. By the methodology elaborated here, an access is provided to important intermediates for the total synthesis of seminaphthorhodafluor (SNARF) dyes.

Organocatalytic asymmetric synthesis of functionalized 1,3,5- triarylpyrrolidin-2-ones via an aza-Michael/aldol domino reaction

The organocatalytic asymmetric synthesis of functionalized 1,3,5-triarylpyrrolidin-2-ones bearing three contiguous stereocenters through an aza-Michael/aldol domino reaction of α-ketoamides with α,β-unsaturated aldehydes is described. The domino products

Asymmetric hydrogenation of α-keto acid derivatives by rhodium-{amidophosphine-phosphinite} catalysts

The enantioselective hydrogenation of several α-keto esters (3a-f, 5a-j), α-keto amides (7a-e) and isatine derivatives (9a-d) with a set of four representative neutral homogeneous rhodium-amidophosphine-phosphinite catalysts has been investigated. Trifluoroacetate-Rh-AMPP catalytic precursors promoted the rapid, efficient synthesis of aliphatic α-hydroxy esters 4a-f in moderate to high enantioselectivities (66-95% eel, in contrast to most aromatic α-hydroxy esters 6a-j (8-81% eel. Best enantioselectivities for α-hydroxy amides 8a-e (85-95% eel and dioxindoIes 10a-d (80-94% eel were obtained with chloro-Rh-AMPP precursors. It is proposed that, contrary to α-keto amides, α-keto esters do not chelate onto the rhodium center and that, in such circumstances, the asymmetric induction is mainly controlled by the steric hindrance around the C=O function.

Useful Synthesis of Coumestans

A convenient synthesis of coumestans involving a combination of lithiation and Wittig reactions is described.Compounds 1a and 1b on reaction with n-butyllithium followed by treatment with diethyloxalate provide ketoesters 3a and 3b.Reaction of 3(a-b) with