115580-35-3

Basic information

• Product Name: (E)-4-hydroxy-6-methyl-3-(3-phenylallyl)pyran-2-one
• Synonyms: (E)-4-hydroxy-6-methyl-3-(3-phenylallyl)pyran-2-one
• CAS NO: 115580-35-3
• Molecular Weight: 242.274
• Mol File: 115580-35-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (E)-4-hydroxy-6-methyl-3-(3-phenylallyl)pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-hydroxy-6-methyl-3-(3-phenylallyl)pyran-2-one(115580-35-3)
• EPA Substance Registry System: (E)-4-hydroxy-6-methyl-3-(3-phenylallyl)pyran-2-one(115580-35-3)

Safety Data

• Hazardous Substances Data: 115580-35-3(Hazardous Substances Data)

Upstream product

• 125486-63-7 methyl 2-cinnamyl-3,5-dioxopentanoate 
• 21040-45-9 Cinnamyl acetate 
• 673-32-5 1-Phenylprop-1-yne 
• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 103-54-8 cinnamyl acetate 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 

Downstream Products

• 116504-04-2 3-cinnamyl-4-methoxy-6-methyl-2-pyrone 
• 115580-42-2 4-hydroxy-6-methyl-3-(3-phenylpropyl)-2-pyrone 
• 115580-44-4 3-cyclohexyl-4-hydroxy-6-methyl-2-pyrone 

Relevant articles and documents

In(OTf)3-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives

We developed an easy, In(OTf)3-catalysed, regioselective and generalizable method, for allylation/cyclization of β-ketolactone-type heterocyclic compounds. This reaction is proposed to proceed one-pot, through a Friedel-Crafts C-allylation followed by cyclization. This process represents a green synthetic method, as AcOH is the only isolated byproduct. We propose here, a protocol applicable for the construction of biologically active dihydropyranocoumarin and dihydropyranochromone derivatives.

Large rate accelerations in the stille reaction with tri-2-furylphosphine and triphenylarsine as palladium ligands: mechanistic and synthetic implications

The effect changing the palladium ligands on the rates of typical Stille cross-coupling reactions was studied. Large rate enhancements (typically 102-103 over triphenylphosphine-based catalysts) were observed with tri-2-furylphosphine (TFP) and triphenylarsine, which are recommended as the new ligands of choice in the palladium-catalyzed coupling between olefinic stannanes and electrophiles. On the basis of the evidence presented, the transmetalation, which is the rate-determining step in the catalytic cycle, is postulated to involve a π-complex between the metal and the stannane double bond. In general, ligands that readily dissociate from Pd(II) and allow ready formation of this π-complex are the ones that produce the fastest coupling rates. The utility of the new ligands is demonstrated with several synthetic examples.

PALLADIUM CATALYZED ALLYLIC C-ALKYLATION OF HIGHLY ACIDIC AND ENOLIC HETEROCYCLIC SUBSTRATES: TETRONIC ACID AND TRIACETIC ACID LACTONE

Tetronic acid (pKa 3.76) and triacetic acid lactone (pKa 4.94) have been alkylated at their active carbon atoms by means of thermodinamically controlled palladium catalyzed allylic alkylations.