52804-68-9

Basic information

• Product Name: 4-hydroxy-1-phenylbut-2-yn-1-one
• Synonyms: 4-hydroxy-1-phenylbut-2-yn-1-one
• CAS NO: 52804-68-9
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.16932
• EINECS: -0
• Mol File: 52804-68-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-hydroxy-1-phenylbut-2-yn-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-1-phenylbut-2-yn-1-one(52804-68-9)
• EPA Substance Registry System: 4-hydroxy-1-phenylbut-2-yn-1-one(52804-68-9)

Safety Data

• Hazardous Substances Data: 52804-68-9(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 201230-82-2 carbon monoxide 
• 107-19-7 propargyl alcohol 
• 36719-71-8 1-phenyl-3,3-tetramethylenetriazene 
• 98-88-4 benzoyl chloride 
• 52547-82-7 1-hydroxy-1-phenyl-4-(tetrahydropyran-2'-yloxy)but-2-yne 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 
• 93-97-0 benzoic acid anhydride 
• 100-52-7 benzaldehyde 
• 84907-64-2 4-[(tetrahydro-2H-pyran-2-yl)oxy]-1-phenylbut-2-yn-1-one 

Downstream Products

• 1190928-73-4 C₁₂H₁₂N₂OS 
• 1190928-72-3 4-bromo-1-phenylbut-2-yn-1-one 
• 57626-32-1 2-amino-4-phenacylthiazole 
• 1396752-94-5 4,4,5,5-tetramethyl-2-(5-phenylfuran-3-yl)-1,3,2-dioxaborolane 
• 175025-37-3 4-(methoxymethoxy)-1-phenylbut-2-yn-1-one 

Relevant articles and documents

Gold-Catalyzed Bicyclic and [3+2]-Annulations of Internal Propargyl Alcohols with Nitrones and Imines To Yield to Two Distinct Heterocycles

A gold-catalyzed synthesis of 1,3-dihydrooxazolo[3,4-a]indoles from 1-oxo-3-yn-4-ols and nitrones is described; this new bicyclic annulation presents the first examples that internal alkynes can react with nitrones to undergo an oxoarylation route. DFT calculations indicate a [3,3]-sigmatropic shift of initial alkenylgold intermediates to elude the intermediacy of gold carbenes. We also developed new [3+2]-annulations of the same 1-oxo-3-yn-4-ols with imines, yielding oxazolidin-4-ylidene derivatives efficiently. The tethered alcohols of these 1-oxo-3-ynes allow trapping of their metastable 2-azadienium intermediates to enable a novel annulation. Our mechanistic analysis indicates that the two products, despite their structural relevance, are produced from two independent systems. (Figure presented.).

Asymmetric hydrogenation of furans and benzofurans with iridium-pyridine-phosphinite catalysts

Enantioselective hydrogenation of furans and benzofurans remains a challenging task. We report the hydrogenation of 2- and 3-substituted furans by using iridium catalysts that bear bicyclic pyridine-phosphinite ligands. Excellent enantioselectivities and high conversions were obtained for monosubstituted furans with a 3-alkyl or 3-aryl group. Furans substituted at the 2-position and 2,4-disubstituted furans proved to be more difficult substrates. The best results (80-97% conversion, 65-82% enantiomeric excess) were obtained with monosubstituted 2-alkylfurans and 2-[4-(trifluoromethyl)phenyl]furan. Benzofurans with an alkyl substituent at the 2- or 3-position also gave high conversions and enantioselectivity, whereas 2-aryl derivatives showed essentially no reactivity. The asymmetric hydrogenation of a 3-methylbenzofuran derivative was used as a key step in the formal total synthesis of the cytotoxic naphthoquinone natural product (-)-thespesone.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.