25490-91-9

Basic information

• Product Name: 1H-Benzocyclohepten-7-ol,2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, (4aR,7S)-rel-
• Synonyms: 1H-Benzocyclohepten-7-ol,2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, trans-;1H-Benzocyclohepten-7-ol, 2,3,4,4a,5,6,7,8-octahydro-1,1,4aa,7a-tetramethyl- (7CI,8CI); (+)-Epiwiddrol; Epiwiddrol
• CAS NO: 25490-91-9
• Molecular Formula: C15H26 O
• Molecular Weight: 222.371
• Mol File: 25490-91-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Benzocyclohepten-7-ol,2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, (4aR,7S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzocyclohepten-7-ol,2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, (4aR,7S)-rel-(25490-91-9)
• EPA Substance Registry System: 1H-Benzocyclohepten-7-ol,2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, (4aR,7S)-rel-(25490-91-9)

Safety Data

• Hazardous Substances Data: 25490-91-9(Hazardous Substances Data)

Upstream product

• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 125254-49-1 4-methyl-4-(5-methylfuran-2-yl)pentanoic acid 
• 145917-19-7 3-[2-(5-methylfurfuryl)]-3-methyl-1-butyl-p-toluenesulfonate 
• 125254-39-9 methyl 3-methyl-3-(5-methylfuran-2-yl)butanoate 
• 145917-04-0 3-(2-(5-methylfuryl))-3-methyl-1-butanol 
• 541-47-9 3-Methylbutenoic acid 
• 470-40-6 cis-thujopsene 
• 34905-90-3 (1aR,2S,4aS,8aS)-2-Chloro-2,4a,8,8-tetramethyl-decahydro-cyclopropa[d]naphthalene 
• 71-48-7 cobalt(III) acetate 
• 470-40-6 thujopsene 
• 32436-27-4 (1aR,2aS,8aS)-2a,6,6,8a-Tetramethyl-2,2a,3,4,5,6,8,8a-octahydro-1aH-1-oxa-benzo[a]cyclopropa[d]cycloheptene 
• 116914-10-4 Widdrol-epoxid 
• 75154-37-9 cis-3,4,4a,5,6,7,8,9-octahydro-4a,7-dimethyl-7-vinyl-2H-benzocyclohepten-2-one 
• 116913-84-9 (4aR,7S)-1,1,4a,7-Tetramethyl-2,3,4,4a,5,6,7,8-octahydro-1H-benzocycloheptene-7-carbonyl chloride 

Downstream Products

• 94093-53-5 1,1,3-Trimethyl-3-(3,5-dihydroxy-3-methyl-pentyl)-cyclohexanol-⁽²⁾ 

Relevant articles and documents

Intramolecular [4+3] cycloadditions. Towards a synthesis of widdrol

Certain substituted alkoxyallylic sulfones were alkylated and treated with Lewis acids to produce vinylthionium ions that underwent intramolecular [4+3] cycloaddition reactions with a tethered furan. Manipulation of the cycloadduct led to the synthesis of widdrol. Other attempts to prepare the cycloadducts were made, but none were exceptionally better than the route using vinylthionium ions as intermediates. Interesting aspects of the alkylation chemistry of phenylthio-substituted alkoxyallylic sulfones are detailed as well.

INTRAMOLECULAR ADDITIONS OF ALLYLSILANES TO CONJUGATED DIENONES. TWO SYNTHESES OF (+/-)-EPI-WIDDROL.

Two stereospecific total syntheses of epi-widdrol (1) are reported.The first synthesis features the cyclization of dienone 3a to construct bicyclic adduct 4a which is converted to epi-widdrol using conventional procedures.A second synthesis exploits the cyclization of dienone 17 to prepare functionalized bicycloundecene 18, which is converted to a known epi-widdrol precursor.

Oxidation of Thujopsene with Lead Tetraacetate

We investigated the oxidation of thujopsene with lead tetraacetate.In the hydrolysis product, two new sesquiterpenoids were found to be afforded: 6α, 10, 10-trimethyl-4β-acetyltricyclo1,3>decane and its C(4)-stereoisomer.