120262-97-7

Basic information

• Product Name: 2(5H)-Furanone, 4-methyl-5-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (5S)-
• CAS NO: 120262-97-7
• Molecular Formula: C15H24O3
• Molecular Weight: 252.354
• Mol File: 120262-97-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 4-methyl-5-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 4-methyl-5-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (5S)-(120262-97-7)
• EPA Substance Registry System: 2(5H)-Furanone, 4-methyl-5-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (5S)-(120262-97-7)

Safety Data

• Hazardous Substances Data: 120262-97-7(Hazardous Substances Data)

Usage

Furanone ring structure

The compound has a five-membered furanone ring, which is a key structural feature.

Methyl group attachment

A methyl group is attached to the 4th carbon atom of the furanone ring.

Cyclohexane ring structure

The compound also contains a six-membered cyclohexane ring.

Methyl and isopropyl group attachment

A methyl group and an isopropyl group (1-methylethyl) are attached to the cyclohexane ring.

Ketone classification

The compound is classified as a ketone, which means it contains a carbonyl group (C=O) bonded to two carbon atoms.

(5S)-configuration

The compound has a stereochemical configuration of (5S)-, which denotes the orientation of the isopropyl group on the cyclohexane ring.

Potential applications

Due to its unique structural properties, the compound may have potential applications in various industries such as pharmaceuticals, flavor and fragrance, and organic synthesis.

Upstream product

• 120263-00-5 (3aR,4R,6aS)‐4‐(((1R,2S,5R)‐2‐isopropyl‐5‐methylcyclohexyl)oxy)‐3,3a,4,6a‐tetrahydro‐6H-furo[3,4‐c]pyrazol‐6‐one 
• 2216-51-5 (-)-menthol 
• 112968-75-9 (5R)-(L-menthyloxy)-2(5H)-furanone 
• 120263-00-5 4-(1-menthyloxy)-3,3a,4,6a-tetrahydro-6H-furo<4,5-c>-pyrazol-6-one 

Downstream Products

• 565434-27-7 (5R)-3-[(1R,2S)-1-hydroxy-2-methylbutyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 565434-36-8 (5R)-3-[(1S,2S)-1-hydroxy-2-methylbutyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 1384736-95-1 (1S)-2-(1-hydroxyl-5-(2-((2S)-2-methylbutyl-1,3-dioxolan-2-yl)pentyl))-3-methyl-4-(L-menthyl)but-2-en-1,4-olide 
• 1384736-91-7 (1R)-2-(1-hydroxyl-5-(2-((2S)-2-methylbutyl-1,3-dioxolan-2-yl)pentyl))-3-methyl-4-(L-menthyl)but-2-en-1,4-olide 
• 1384736-80-4 (1S)-2-(1-hydroxyl-5-(2-isobutyl-1,3-dioxolan-2-yl)pentyl)-3-methyl-4-(L-menthyl)but-2-en-1,4-olide 
• 1384736-76-8 (1R)-2-(1-hydroxyl-5-(2-isobutyl-1,3-dioxolan-2-yl)pentyl)-3-methyl-4-(L-menthyl)but-2-en-1,4-olide 
• 70423-38-0 (S)-2-methyl-1,4-butandiol 
• 565434-41-5 3-[(1S)-1-hydroxypropyl]-4-methylfuran-2(5H)-one 
• 565434-41-5 3-[(1R)-1-hydroxypropyl]-4-methylfuran-2(5H)-one 
• 565434-29-9 (5R)-3-[(1R)-1-hydroxypropyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 565434-38-0 (5R)-3-[(1S)-1-hydroxypropyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 565434-37-9 (5R)-3-[(1S)-1-hydroxyethyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 565434-28-8 (5R)-3-[(1R)-1-hydroxyethyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 333383-55-4 (5R)-3-[(1R)-1-hydroxy-2-methylpropyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 

Relevant articles and documents

Asymmetric 1,3-dipolar cycloadditions to 5-(R)-menthyloxy-2(5H)-furanone

Various diazo compounds, nitrile oxides, nitrones and azomethine ylides were examined in 1,3-dipolar cycloadditions to enantiomerically pure 5-(R)-menthyloxy-2(5H)-furanone 1a. Pyrazoline 9 was obtained in 100% c.y. as a mixture of 2 diastereoisomers in ratios up to 72:28, whereas pyrazoline 16 was obtained in 100% c.y. as a single enantiomer. Photochemically pyrazolines 9 and 10 have been converted to cyclopropanes 11 and 13. Under thermal conditions pyrazoline 9 is converted to 4-methyl-5-menthyloxy-2(5H)-furanone. Isoxazoles 21a-24a were obtained enantiomerically pure via nitrile oxide addition to 1a in 64-67% yield. Nitrone addition afforded isoxazolidines 27, 28 and 34 with complete anti-facial- and regiochemistry, but with endo-exo-selectivities up to 76%. Enantiomerically pure isoxazolidines were obtained in 25-75% yield. Pyrrolidine 36 was obtained diastereomerically pure in 81% c.y. Pyrrolidines 42 and 45, however, were obtained as diastereomeric mixtures in 37% resp. 6% yield.

ASYMMETRIC 1,3-DIPOLAR CYCLOADDITIONS TO 5-MENTHYLOXY-2(5H)-FURANONES.

Cycloadditions of various 1,3-dipolar reagents to chiral butenolides 1 and 5 proceed with diastereomeric excess of 20-100percent.