308358-04-5

Basic information

• Product Name: (R)-Pulegone Oxide
• Synonyms: (R)-Pulegone Oxide;(6R)-2,2,6-TriMethyl-1-oxaspiro[2.5]octan-4-one
• CAS NO: 308358-04-5
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• Product Categories: Heterocycles;Intermediates
• Mol File: 308358-04-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 44 °C(Solv: hexane (110-54-3))
• Boiling Point: 245.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.04±0.1 g/cm3(Predicted)
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: (R)-Pulegone Oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Pulegone Oxide(308358-04-5)
• EPA Substance Registry System: (R)-Pulegone Oxide(308358-04-5)

Safety Data

• Hazardous Substances Data: 308358-04-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Oxidized form of the monoterpene Pulegone, a compound commonly found in fragrant and flavoring agents.

Upstream product

• 89-82-7 pulegone 

Downstream Products

• 230636-58-5 2-hydroxy-2-isopropyl-5-methylcyclohexanone 
• 3304-24-3 2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanone 
• 119980-52-8 (R)-2-Hydroxy-2-(1-hydroxy-1-methyl-ethyl)-5-methyl-cyclohexanone 
• 34399-44-5 des-N-methyl-α-obscurine 
• 915122-92-8 (R)-5-methyl-2-iodo-2-cyclohexen-1-one 
• 15228-74-7 (+)-fawcettimine 
• 90528-94-2 (-)-(R)-5-methyl-2-allyl-2-cyclohexenone 

Relevant articles and documents

Total Synthesis of (-)-Carinatine A and (+)-Lycopladine A

An efficient synthesis of two Lycopodium alkaloids, (-)-carinatine A and (+)-lycopladine A, is achieved in eight steps. The synthesis features an intramolecular aldol reaction for assembling the 6,5-fused ring system, a subsequent Tsuji-Trost allylation for generating a quarternary carbon center, and a 6π-electrocyclization to form the pyridine ring.

Efforts toward the synthesis of (+)-Lyconadin A

Abstract: Synthetic efforts toward the synthesis of (+)-lyconadin A are described. B-Alkyl Suzuki coupling is utilized for combining 2-iodo cyclohexenone with the piperidine subunit. The piperidine subunit is derived from 5-bromo-3-nicotinic acid, and iod

The first asymmetric total synthesis of lycoposerramine-R

The first asymmetric total synthesis of lycoposerramine-R, a Lycopodium alkaloid possessing a novel skeleton, was accomplished by a strategy featuring the stereoselective intramolecular aldol cyclization giving a cis-fused 5/6 bicyclic skeleton and a new method for the construction of the pyridone ring via the aza-Wittig reaction.