84837-75-2

Upstream product

• 19812-99-8 4-benzyloxetan-2-one 
• 108-98-5 thiophenol 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 60341-39-1 (E)-4-phenylbut-2-enoic acid 

Relevant academic research and scientific papers

A novel synthesis of β-sulfinyl- and β-sulfonyl-hydroxamic acids via CsF-mediated ring opening of substituted β-lactones

The ring-opening reaction of 3-substituted β-lactones with thiols was achieved using CsF in DMF as promoter. The resulting β-sulfanyl-carboxylic acid intermediates were coupled to hydroxylamine-Wang resin and the sulfur atom was selectively oxidized to afford β-sulfinyl- and β-sulfonyl-hydroxamic acid libraries.

Matrix metalloprotease inhibitors

The present invention relates to compounds of Formula I: STR1 that are matrix metalloprotease inhibitors, pharmaceutical compositions containing them, methods for their use and methods of preparing these compounds.

Matrix metalloprotease inhibitors

Compounds of the formula: wherein: n is0, 1 or 2; Y ishydroxy or XONH-, where X is hydrogen or lower alkyl; R1is hydrogen or lower alkyl; R2is hydrogen, lower alkyl, heteroalkyl, aryl, aralkyl, arylheteroalkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroaralkyl, heteroarylheteroalkyl, heterocyclo, heterocylo-lower alkyl, heterocyclo-lower heteroalkyl or -NR6R7, wherein: R6is hydrogen, lower alkyl, cycloalkyl or cycloalkylalkyl, aryl, heteroaryl and heteroaralkyl; R7is hydrogen, lower alkyl, cycloalkyl or cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, -C(O)R8, -C(O)NR8R9, -SO2NR8R9, -SO2R10, aryloxycarbonyl, or alkoxycarbonyl; or R6and R7together with the nitrogen atom to which they are attached represent a heterocyclo group; wherein R8and R9are independently hydrogen, lower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl or heteroalkyl; and R10is lower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heteroalkyl or heterocyclo; or R1and R2together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclo group; R3ishydrogen, lower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heteroalkyl or lower alkoxy; R4ishydrogen, lower alkyl, cycloalkyl or cycloalkylalkyl; or R2and R3together with the carbons to which they are attached represent a cycloalkyl or heterocyclo group; or R3and R4together with the carbon to which they are attached represent a cycloalkyl or heterocyclo group; and R5islower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl; or pharmaceutically acceptable salts or esters thereof exhibit useful pharmacological properties, in particular for use as matrix metalloprotease inhibitors, particularly for interstitial collagenases.

SYNTHESIS WITH α-CYANOENAMINES. 2-DIETHYLAMINO-4-LITHIO-4-PHENYLTHIO-2-BUTENONITRILE AS A β-CARBOXYL VINYL ANION EQUIVALENT.

The lithio derivative of 2-diethylamino-4-phenylthio-2-butenonitrile is a practical equivalent of the unknown β-carboxyl-vinyl anion, as shown by its facile alkylation with alkyl halides, aldehydes and α-enones, followed by hydrolysis, oxidation and elimination.