127253-14-9

Basic information

• Product Name: (4R,5R)-4-methyl-5-(l-menthyloxy)dihydro-2-furanone
• Synonyms: (4R,5R)-4-methyl-5-(l-menthyloxy)dihydro-2-furanone
• CAS NO: 127253-14-9
• Molecular Weight: 254.37
• Mol File: 127253-14-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4R,5R)-4-methyl-5-(l-menthyloxy)dihydro-2-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R)-4-methyl-5-(l-menthyloxy)dihydro-2-furanone(127253-14-9)
• EPA Substance Registry System: (4R,5R)-4-methyl-5-(l-menthyloxy)dihydro-2-furanone(127253-14-9)

Safety Data

• Hazardous Substances Data: 127253-14-9(Hazardous Substances Data)

Upstream product

• 127158-55-8 (4R,5R)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-4-(tris-methylsulfanyl-methyl)-dihydro-furan-2-one 
• 917-54-4 methyllithium 
• 112968-75-9 (5R)-(L-menthyloxy)-2(5H)-furanone 
• 2216-51-5 (-)-menthol 
• 122079-45-2 (-)-(5R)-5-((-)-menthyl)oxy-2<5H>-furanone 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 40834-42-2 5-hydroxy-4-methyl-5H-furan-2-one 
• 120263-07-2 (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone 
• 127158-55-8 4(R)5(R)-4-(trismethylthiomethyl)-5-(l-menthyloxy)-butyrolactone 

Downstream Products

• 2938-98-9 (R)-2-methylbutane-1,4-diol 
• 127253-15-0 (2R,3R)-2,3-dimethyl-butane-1,4-diol 
• 120329-64-8 (R)-2-methylbutane-1,4-diol dibenzoate 

Relevant articles and documents

Conjugate addition of organocopper reagents to γ-alkoxybutenolides and application to the synthesis of non-racemic alkyl cyclopentenones

Simple organocopper reagents are shown to undergo anti-stereoselective 1,4-addition to menthyloxy-substituted lactone 1 in the presence of BF 3·OEt2; the Lewis acid causes partial epimerisation of the acetal centre after conjugate addition. Enolate alkylation of the adducts leads to di- and trisubstituted lactones that are converted, in favourable cases, into di- and trisubstituted cyclopentenones.

Asymmetric 1,4-additions to γ-menthyloxybutenolides. Part IV. Two enantioselective syntheses of 2-methyl-1,4-butanediol

Based on the asymmetric Michael addition to 5(R)- and 5(S)-menthyloxy-2[5H]-furanone two new syntheses of enantiomerically pure R- and S-2-methyl-1,4-butanediol are described.

Synthesis of Enantiomerically Pure γ-(Menthyloxy)butenolides and (R)- and (S)-2-Methyl-1,4-butanediol

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