32365-53-0

Usage

InChI:InChI=1/C8H8O4/c1-2-11-8(10)6-3-7(4-9)12-5-6/h3-5H,2H2,1H3

Upstream product

• 614-98-2 ethyl 3-furancarboxylate 
• 68-12-2 N,N-dimethyl-formamide 
• 32365-49-4 5-hydroxymethyl-3-furancarboxylic acid ethyl ester 
• 1311291-11-8 4-(ethoxycarbonyl)furan-2-carboxylic acid 
• 13129-23-2 methyl furan-3-carboxylate 
• 26501-83-7 5-methyl-furan-3-carboxylic acid ethyl ester 
• 216394-88-6 5-Dibromomethyl-furan-3-carboxylic acid ethyl ester 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 1314217-84-9 ethyl 5-{[(4-trifluoromethoxybenzyl)amino]methyl}-furan-3-carboxylate hydrochloride 
• 1374160-80-1 C₂₀H₂₀F₃NO₅ 
• 1314358-28-5 ethyl 5-{[(4-trifluoromethoxybenzyl)amino]methyl}-furan-3-carboxylate 
• 1314217-86-1 ethyl 7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindole-5-carboxylate 

Relevant academic research and scientific papers

Isoindolone formation via intramolecular Diels-Alder reaction

The intramolecular Diels-Alder reaction provides a useful synthetic methodology to build biologically active and synthetically useful isoindolone ring systems. An application of this methodology, providing an efficient manufacturing route to an mGluR2 positive allosteric modulator via a 1,5,7-substituted isoindolone, is reported herein.

HETEROARYLCARBOXYLIC ACID ESTER DERIVATIVE

The present invention provides a hyperglycemic inhibitor having a serine protease inhibitory action, which is a novel prophylactic or therapeutic drug for diabetes. A compound represented by the following formula (I), wherein each symbol is as defined in the description, or a pharmaceutically acceptable salt thereof

PROCESS FOR MAKING A METABOTROPIC GLUTAMATE RECEPTOR POSITIVE ALLOSTERIC MODULATOR - 874

Processes for making 7-methyl-5-(3piperazin-1-ylmethyl-[1,2,4]oxadiazol-5-yl)-2-(4- trifluoromethoxybenzyl)-2,3-dihydroisoindol-1-one

NEW BRADYKININ B1 ANTAGONISTS

The invention relates to compounds of formula (I) where in R1, R1a, R1b, R2, R3 and X, X1, X2, X3 have the meaning as cited in the description and the claims. Said compounds are useful as Bradykinin B1 antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.

Intra-molecular Diels-Alder reactions of citraconamic acids from furfurylamines and citraconic anhydride: Effects of substitution in the furan ring on regioselectivity

Regioselectivity in the intra-molecular Diels-Alder (IMDA) reaction of furfurylcitraconamic acids derived from N-benzylfurfurylamines and citraconic anhydride can be controlled by substituents located in the furan ring and by reaction conditions. Reactions conducted under kinetic conditions resulted in cycloaddition products having methyl and aminomethylene substituent in 1,3-relationship whereas under thermodynamic conditions, excepting in the case of the 3-methylsulfanyl group, the products rearranged to more stable cycloadducts in which the substituents are in 1,2-relationship. Product formation can be explained on the basis of frontier orbital interactions and steric considerations.

Specific Features of Bromination of Substituted α-Methylfurans with N-Bromosuccinimide and of Reaction of the Resulting Products with Trimethyl Phosphite

Bromination of ethyl 2- and 5-methylfuran-3-carboxylates with N-bromosuccinimide proceeds exclusively at the methyl group and yields mono- and dibromides depending on the reagent ratio. The corresponding diethylamides are brominated first at the free α-position of the ring and then at the methyl group. Under the action of trimethyl phosphite on the dibromo amide the side-chain bromine atom is replaced by the dimethoxyphosphoryl group, whereas 2-dibromomethyl-3-furancarboxylate catalyzes transformation of trimethyl phosphite to dimethyl methylphosphonate, and its 5-isomer takes part in various redox reactions to form 5-formyl and 5-dimethoxyphosphorylmethyl derivatives of 3-furancarboxylic acid.

Two practical syntheses of an anti-inflammatory sesquiterpene furoic acid from Sinularia spp.

The sesquiterpene (1'E,5'E)-2-(2',6'-dimethylocta-1',5',7'-trienyl)-4-furoic acid (2), which is an anti-inflammatory metabolite of the soft coral Sinularia spp. has been synthesized by two routes, both of which employ a Claisen rearrangement.

Disubstituted aryl and heteroaryl imines having retinoid-like biological activity

Compounds of the formula STR1 wherein the R 1 groups independently are hydrogen, lower alkyl, or two geminal R 1 groups jointly represent an oxo ( O) or a thio ( S) group; R 2 is hydrogen or lower alkyl, or halogen; M is or --N CR 4 -- or --R 4 C N-- where R 4 is hydrogen or lower alkyl; X is C(R 1) 2 ; Y is phenyl optionally substituted with an R 3 group which is lower alkyl or halogen; A is (CH 2) n where n is 0-5, lower branched chain alkyl, cycloalkyl, alkenyl, alkynyl; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR 8, CONR 9 R 10, --CH 2 OH, CH 2OR 11, CH 2 OCOR 11, CHO, CH(OR 12) 2, CHOR 13 O, --COR 7, CR 7 (OR 12) 2, or CR 7 OR 13 O, where R 7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R 8 is an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R 8 is phenyl or lower alkylphenyl, R 9 and R 10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or lower alkylphenyl, R 11 is lower alkyl, phenyl or lower alkylphenyl, R 12 is lower alkyl, and R 13 is divalent alkyl radical of 2-5 carbons have retinoid-like biological activity.