494-23-5

Basic information

• Product Name: (2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran
• Synonyms: (+)-1-[(2S,5R)-5-(3-Furyl)-2-methyl-2,3,4,5-tetrahydrofuran-2-yl]-4-methyl-2-pentanone;(+)-Nagione;(2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran;Ipomeamaron;(2S,5R)-(+)-1-(5-(3-Furyl)tetrahydro-2-methyl-2-furyl)-4-methyl-2-pentanone;2-Pentanone, 1-(5-(3-furyl)tetrahydro-2-methyl-2-furyl)-4-methyl-, (2S,5R)-(+)-;2-Pentanone, 4-methyl-1-(2,3,4,5-tetrahydro-5-methyl(2,3'-bifuran)-5-yl)-, (2R-cis)- (9ci);Nsc 256944
• CAS NO: 494-23-5
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.3334
• Mol File: 494-23-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 343.6°Cat760mmHg
• Flash Point: 161.6°C
• Appearance: /
• Density: 1.016g/cm³
• CAS DataBase Reference: (2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran(494-23-5)
• EPA Substance Registry System: (2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran(494-23-5)

Safety Data

• Hazardous Substances Data: 494-23-5(Hazardous Substances Data)

Usage

Description

(2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran is a complex organic compound characterized by a tetrahydrofuran ring with a furyl group at the 5th carbon and a 2-oxo-4-methylpentyl group at the 2nd carbon. The stereochemistry of the molecule is defined by the (2S,5R) configuration, which specifies the arrangement of the chiral centers. This unique structural composition may endow the compound with potential applications in various fields, such as pharmaceuticals and flavorings, although further research is required to ascertain its specific uses and properties.

Uses

Used in Pharmaceutical Industry:
(2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran is used as a potential pharmaceutical compound for its unique structural features, which may contribute to the development of new drugs or therapeutic agents. The specific application reason is pending further research and development.
Used in Flavorings Industry:
(2S,5R)-5-(3-Furyl)-2-(2-oxo-4-methylpentyl)-2-methyltetrahydrofuran is used as a potential flavoring agent due to its unique structural features, which may impart distinct taste or aroma profiles to food products or fragrances. The exact application reason and its impact on sensory attributes are subjects for further investigation.

Upstream product

• 60007-02-5 bis-1,3-propane dithioketal of trans-4-methyl-1-(2,3,4,5-tetrahydro-5-methyl<2,3'-bifuran>-5-yl)-2-pentanone 
• 100059-29-8 (5-methyl-2,3,4,5-tetrahydro-[2,3']bifuryl-5-yl)-acetic acid 
• 3431-68-3 diisobutylcadmium 
• 60007-02-5 bis-1,3-propane dithioketal of cis-4-methyl-1-(2,3,4,5-tetrahydro-5-methyl<2,3'-bifuran>-5-yl)-2-pentanone 
• 51703-95-8 9-acetoxy-9-[3]furyl-2,6-dimethyl-non-5ξ-en-4-one 
• 131317-18-5 5α-(3'-furyl)-2β-(toluenesulfonyl)methoxy-2α-methyloxolane 
• 60007-01-4 bis-1,3-propane dithioketal of 5α-(3'-furyl)-2β-((formyl)methyl)-2α-methyloxolane 
• 100059-30-1 5-Methyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-5-carboxylic acid methyl ester 
• 60122-18-1 5α-(3'-furyl)-2β-(iodomethyl)-2α-methyloxolane 
• 131317-12-9 5α-(3'-furyl)-2β-hydroxymethyl-2α-methyloxolane 
• 131317-18-5 5α-(3'-furyl)-2α-(toluenesulfonyl)methoxy-2β-methyloxolane 
• 60007-01-4 bis-1,3-propane dithioketal of 5α-(3'-furyl)-2α-((formyl)methyl)-2β-methyloxolane 
• 60122-18-1 5α-(3'-furyl)-2α-(iodomethyl)-2β-methyloxolane 
• 131317-12-9 5α-(3'-furyl)-2α-hydroxymethyl-2β-methyloxolane 

Relevant articles and documents

Formal Total Synthesis of Ipomeamarone via the Dihydrofuran Annulation

A formal synthesis of (2R-cis)-4-methyl-1-(2,3,4,5-tetrahydro)-5-methyl--2-pentanone, or ipomeamarone (1) was accomplished from 3-furaldehyde 5 and ethyl-2-bromocrotonate 4.The key step involved the formation of the dihydrofuran ring in 2 via a vinyloxirane rearrangement of 3 in the dihydrofuran annulation.Mechanistic duality of reactions of those tetrahydrofurans possessing acidic hydrogens adjacent to the ring is addressed.