120263-07-2

Basic information

• Product Name: (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone
• Synonyms: (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone
• CAS NO: 120263-07-2
• Molecular Weight: 252.354
• Mol File: 120263-07-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone(120263-07-2)
• EPA Substance Registry System: (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone(120263-07-2)

Safety Data

• Hazardous Substances Data: 120263-07-2(Hazardous Substances Data)

Upstream product

• 40834-42-2 5-hydroxy-4-methyl-5H-furan-2-one 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 112968-75-9 (5R)-(L-menthyloxy)-2(5H)-furanone 
• 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 
• 120263-00-5 4-(1-menthyloxy)-3,3a,4,6a-tetrahydro-6H-furo<4,5-c>-pyrazol-6-one 
• 2216-51-5 (-)-menthol 

Downstream Products

• 70423-38-0 (S)-2-methyl-1,4-butandiol 
• 120329-64-8 (R)-2-methylbutane-1,4-diol dibenzoate 
• 2938-98-9 (R)-2-methylbutane-1,4-diol 
• 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 
• 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 
• 333383-55-4 (5R)-3-[(1R)-1-hydroxy-2-methylpropyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 333383-56-5 (5R)-3-[(1S)-1-hydroxy-2-methylpropyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 120263-02-7 (4S,5R)-5-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-4-methyl-dihydro-furan-2-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.