10266-75-8

Basic information

• Product Name: 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one
• Synonyms: 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one
• CAS NO: 10266-75-8
• Molecular Weight: 262.436
• Mol File: 10266-75-8.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one(10266-75-8)
• EPA Substance Registry System: 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one(10266-75-8)

Safety Data

• Hazardous Substances Data: 10266-75-8(Hazardous Substances Data)

Upstream product

• 596-85-0 (+)-manool 
• 596-85-0 manool 
• 596-85-0 manool 
• 515-03-7 sclareol 
• 515-03-7 sclareol 

Downstream Products

• 1153-34-0 ambracetal 
• 10395-37-6 Methyl labda-8⁽¹⁷⁾,13Z-dien-15-oate 
• 30801-12-8 methyl (5S,9S,10S,13E)-labda-8⁽¹⁷⁾,13-dien-15-oate 
• 1353724-57-8 (4aS,6aS,11aR,11bS)-10-(benzyloxy)-7-(methoxymethyl)-4,4,6a,11b-tetramethyl-2,3,4,4a,5,6,6a,11,11a,11b-decahydro-1H-benzo[a]fluorine 
• 1353724-56-7 ((4aS,6aS,11aR,11bS)-10-(benzyloxy)-4,4,6a,11b-tetramethyl-2,3,4,4a,5,6,6a,11,11a,11b-decahydro-1H-benzo[a]fluoren-7-yl)methanol 
• 1353724-55-6 (4aS,6aS,11aR,11bS)-methyl 10-(benzyloxy)-4,4,6a,11b-tetramethyl-2,3,4,4a,5,6,6a,11,11a,11b-decahydro-1H-benzo[a]fluorene-7-carboxylate 
• 1353724-51-2 (1R,2S,4aS,8aS)-2,5,5,8a-tetramethyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)decahydronaphthalene-2-carbaldehyde 
• 1153-34-0 epi-8-ambracetal 
• 121944-05-6 (12RS)-12-phenylthio-14,15,16-trinorlabd-8⁽¹⁷⁾-en-13-oic acid 
• 1153-34-0 epiambraketal 
• 117591-81-8 [(5S,9S,10S)-11(E)]-15,16-epoxy-8⁽¹⁷⁾,11,13,⁽¹⁶⁾14-labdatetraene 
• 478930-77-7 [2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol 
• 478930-78-8 (-)-ent-zonarol di-THP ether 
• 39707-54-5 (-)-ent-zonarol 

Relevant articles and documents

Microbial transformation of sclareol

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The synthesis of Ambrox-like compounds starting from (+)-larixol

The oxidation of the (3-hydroxy-3-methyl-4-pentenyl)-side chain at C(9) of some labdanic diterpenoids with potassium permanganate was investigated. Triols, ketones, or cyclic enol ethers are the main reaction products, strongly influenced by the substituent at C(8). Further degradation of the methyl ketones by the Baeyer-Villiger reaction and modification of the exocyclic 8(17) double bond lead to suitable intermediates, which have been transformed into Ambrox-like compounds. Synthetic routes using palladium catalyzed elimination or isomerization of allylic acetates, followed by ozonolysis have been developed as well for shortening of the side chain of (+)-larixol. Products from both routes have been cyclized to 6α-hydroxy Ambrox. This compound was used as the key intermediate for the synthesis of several other Ambrox-like compounds of which some showed pleasant odour properties.

New access to sesquiterpene hydroquinones: Synthesis of (+)-ent-chromazonarol

A facile access to optically active (+)-ent-chromazonarol ent-1, isolated from the sponge Disidea pallescens, is reported from commercially available (+)-manool 4. Copyright Taylor & Francis LLC.

Facile Access to Optically Active Labdane-Type Diterpenes from (+)-Manool. Synthesis of (+)-Coronarin E, (+)-15,16-Epoxy-8(17),13(16),14-labdatriene, and (+)-Labda-8(17),13(Z)-diene-15,16-diol

An efficient method for the synthesis of (+)-coronarin E (1), (+)-15,16-epoxy-8(17),13(16),14-labdatriene (2), and (+)-labda-8(17),13(Z)-diene-15,16-diol (3) from (+)-manool is described.