177469-19-1

Basic information

• Product Name: 2H-Pyran-2-one,5,6-dihydro-5-methyl-6-(1-methylethyl)-,trans-(9CI)
• Synonyms: 2H-Pyran-2-one,5,6-dihydro-5-methyl-6-(1-methylethyl)-,trans-(9CI)
• CAS NO: 177469-19-1
• Molecular Formula: C9H14O2
• Molecular Weight: 154.21
• Product Categories: ISOPROPYL
• Mol File: 177469-19-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 254.1±19.0 °C(Predicted)
• Appearance: /
• Density: 0.967±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2H-Pyran-2-one,5,6-dihydro-5-methyl-6-(1-methylethyl)-,trans-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one,5,6-dihydro-5-methyl-6-(1-methylethyl)-,trans-(9CI)(177469-19-1)
• EPA Substance Registry System: 2H-Pyran-2-one,5,6-dihydro-5-methyl-6-(1-methylethyl)-,trans-(9CI)(177469-19-1)

Safety Data

• Hazardous Substances Data: 177469-19-1(Hazardous Substances Data)

Upstream product

• 818-58-6 methyl (E)-pent-3-enoate 
• 78-84-2 isobutyraldehyde 
• 637029-39-1 (4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one 
• 224580-59-0 (3S,4S,5R)-3-Hydroxy-4,6-dimethylheptanoic acid δ-lactone 
• 147659-07-2 (+)-prelactone B 

Relevant articles and documents

α,β-unsaturated δ-lactones from copper-catalyzed asymmetric vinylogous mukaiyama reactions of aldehydes: Scope and mechanistic insights

A direct regio-, diastereo-, and enantiocontrolled access to α,β-unsaturated δ-lactones is described, based on the reaction of a silyl dienolate and an aldehyde in the presence of 10% of Carreira's catalyst. The scope and limitations of this reaction, as well as mechanistic insights concerning the reactivity of an allyl copper species, are discussed.

Catalytic asymmetric access to α,β unsaturated δ-lactones through a vinylogous aldol reaction: Application to the total synthesis of the Prelog-Djerassi lactone

Figure presented A one-step catalytic asymmetric access to α,β unsaturated δ-lactones is described, using a vinylogous Mukaiyama-aldol reaction between a γ-substituted dienolate and various aldehydes in the presence of Carreira catalyst CuF·(S)-tolBinap.