60419-55-8

Basic information

• Product Name: Teucriumlactone
• Synonyms: (4aS)-4,4aα,5,6,7,7aα-Hexahydro-7α-methyl-4-methylenecyclopenta[c]pyran-3(1H)-one;4,4aα,5,6,7,7aα-Hexahydro-4β-methylene-7α-methylcyclopenta[c]pyran-3(1H)-one;Allodolicholactone;Teucriumlactone
• CAS NO: 60419-55-8
• Molecular Formula: C10H14O2
• Molecular Weight: 166.21696
• Mol File: 60419-55-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Teucriumlactone(CAS DataBase Reference)
• NIST Chemistry Reference: Teucriumlactone(60419-55-8)
• EPA Substance Registry System: Teucriumlactone(60419-55-8)

Safety Data

• Hazardous Substances Data: 60419-55-8(Hazardous Substances Data)

Upstream product

• 16802-11-2 (+/-)-(4aα,7α,7aα)-hexahydro-7-methylcyclopentapyran-3(1H)-one 
• 28839-89-6 (1S,2S,3S,6S,7R,9S)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 89502-68-1 (4aS,7S,7aR)-7-Methyl-1,3,4,4a,7,7a-hexahydro-cyclopenta[c]pyran-3-ol 
• 89502-66-9 (1R,4R,5S,6R)-5-Hydroxymethyl-6-methyl-bicyclo[2.2.1]heptan-2-one 
• 89502-74-9 (1R,3R,6R,7S,9R)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-one 
• 16802-11-2 (+/-)-boschnialactone 
• 100475-84-1 -2 ethanoate de tert-butyle 
• 60419-57-0 2-[(1S,2R,3S)-2-(hydroxymethyl)-3-methylcyclopent-1-yl]-2-propen-1-ol 
• 196509-95-2 deoxyloganin aglycone 
• 26660-57-1 deoxyloganin 
• 24512-63-8 geniposide 
• 2436-90-0 (S)-(+)-dihydromyrcene 
• 131726-13-1 (4aR,7S,7aR)-Hexahydro-7-methylcyclopenta[c]pyran-3-one 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 485-43-8 iridomyrmecin 
• 485-43-8 isoiridomyrmecin 

Relevant articles and documents

Application of Cp2TiCl-Promoted Radical Cyclization: A Unified Strategy for the Syntheses of Iridoid Monoterpenes

An expedient approach toward the unified total syntheses of (+)-iridomyrmecin, (-)-isoiridomyrmecin, (+)-7-epi-boschnialactone, (+)-teucriumlactone, and (-)-dolichodial in chirally pure forms starting from readily available (+)-β-citronellene is delineated combining step economy and simplicity. Highlights include a Ti(III)-mediated reductive epoxide opening-cyclization for the construction of the core cyclopenta[c]pyran skeleton of the iridoid lactones with complete diastereoselectivity for the newly created bridgehead stereogenic centers. Subsequent transformations facilitate a short access to (+)-teucriumlactone and (-)-dolichodial and formal access to potentially other iridoids.

the stereoselective synthesis of (±) boschnialactone, (±) 7-epiteucriumlactone and 7-epiisoiridomyrmecine. NMR study of the stereochemistry

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