15341-69-2

Usage

InChI:InChI=1/C8H10O4/c1-5-7(8(10)11-2)3-6(4-9)12-5/h3,9H,4H2,1-2H3

Upstream product

• 4338-95-8 S-methylthiouronium iodide 
• 105-45-3 acetoacetic acid methyl ester 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 56-82-6 Glyceraldehyde 
• 6141-58-8 methyl 2-methyl-3-furancarboxylate 
• 81661-26-9 methyl 5-formyl-2-methyl-3-furancarboxylate 

Downstream Products

• 81661-26-9 methyl 5-formyl-2-methyl-3-furancarboxylate 
• 35351-32-7 5-chloromethyl-2-methyl-furan-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

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.

Gold catalysis: Dihydroisobenzofurans and isochromanes by the intramolecular furan/alkyne reaction

A series of furyl alcohols and homofuryl alcohols was synthesized by reduction of furfurals or reaction of furyllithium compounds with epoxides and subsequent propargylation. The gold-catalyzed cycloisomerization of these products furnished dihydroisobenzofurans and isochromanes. Crystal structure analyses proved the sequence of the substituents for both classes of products. Unsaturated dicarbonyl compounds as side-products show the mechanistic relationship to the analogous platinum-catalyzed reactions. Neither ester groups, even on the 4-position of the furan ring, nor aryl bromides hinder the catalysis by gold. In the case of a substrate with an allyl ether in the side chain, a side-product, which provides evidence for a reaction of the alkyne with an inverse regioselectivity, was observed.

Facile synthesis of methyl 2-formyl-5-hydroxymethyl-3-furancarboxylate

A short practical synthesis of the title trisubstituted furan is presented. It involves a high yield Knoevenagel condensation of glyceraldehyde and methyl acetoacetate to the furan nucleus and, following a protection of the furyl alcohol, a radical bromin

SYNTHESIS OF 2-MERCAPTO- AND 2-METHYLTHIO- DIHYDROPYRIMIDINE DERIVATIVES BY BIGUINELLI TYPE REACTION

The preparation of 6-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-methyl-5-methoxycarbonyl-2-thio-1,2,3,6-tetrahydropyrimidine (1) and 6-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-methyl-2-methylthio-5-methoxycarbonyl-1,6-dihydropyrimidine (6) by Biguinelli type reaction is described.The products resulting from the acidic hydrolysis are studied.