104873-46-3

Upstream product

• 16423-16-8 trans-8,10-Dimethyl-1⁽⁹⁾-octalin 
• 126370-59-0 Methanesulfonic acid (2S,4aR,8R,8aR)-8a-hydroxy-4a,8-dimethyl-decahydro-naphthalen-2-yl ester 
• 22249-39-4 1,4a-dimethyl-1α,8aα-epoxyperhydronaphthalen-2-one 
• 125107-10-0 Toluene-4-sulfonic acid (1aS,4aR,8aR)-1a,4a-dimethyl-octahydro-1-oxa-cyclopropa[d]naphthalen-2-yl ester 
• 125107-08-6 (1aS,4aR,8aR)-1a,4a-Dimethyl-octahydro-1-oxa-cyclopropa[d]naphthalen-2-ol 
• 114200-73-6 (+/-)-perhydro-4aα,8β-dimethylnaphthalene-2β,8aβ-diol 
• 126370-56-7 (+/-)-perhydro-7β,8aβ-dihydroxy-1β-methylnaphthalene-4aα-carbaldehyde 
• 126370-55-6 (+/-)-3,4,4aα,5,6,7,8aβ-octahydro-8aβ-hydroxy-8β-methyl-2-oxo-1H-naphthalene-4aα-carbonitrile 
• 126370-57-8 (1R,2R,6S,9S)-2,11,11-Trimethyl-10,12-dioxa-tricyclo[7.3.1.0^1,6]tridecane-6-carbaldehyde 
• 17990-00-0 (4aα,8β)-4a,8-Dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalinon 
• 73428-93-0 1,4a-dimethyl-trans-3,4,4a,5,6,7,8,8a-otahydronaphthalen-8a-ol 
• 878-55-7 1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 5173-65-9 (+/-)-1,10-Dimethyl-Δ¹⁽⁹⁾-octalin 
• 5173-67-1 1,10-Dimethyl-1⁽⁹⁾-octal-2-yl-acetat 

Downstream Products

• 16423-16-8 markiertes 8ref,10cis-Dimethyl-1(9)-octalin 

Relevant academic research and scientific papers

13. 1,2,3,4,4a,5,8,8a-Octahydro-4β,8aα-dimethylnaphthalen-4aβ-ol (=Dehydrogeosmin), a Novel Compound Occuring in the Flower Scent of Various Species of Cactaceae

The 1,2,3,4,4a,5,8,8a-octahydro-4β,8aα-dimethylnaphthalen-4aβ-ol (=dehydrogeosmin; 1) has been identified as the olfactorily dominant compound in the flower scents of Rebutia marsoneri WERD., Dolichothele longimamma (DC.) BR. et R., and Sulcorebutia kruegeri (CARD.) RITT.The structure of 1, which might be of importance to the pollination biology of such Cactaceae, is based on spectral data and synthesis.

Synthesis of (+/-)-Geosmin. Part 2. A One-Pot Four-Step Conversion of 1,4a-Dimethyl-1α,8aα-epoxyperhydronaphthalen-2-one into (+/-)-Geosmin

A one-pot four-step procedure for the conversion of 1,4a-dimethyl-1α,8aα-epoxyperhydronaphthalen-2-one into (+/-)-geosmin is presented.The synthesis was achieved by a reduction-derivatization-double reduction sequence, which afforded the title compound in 35percent overall yield from ethyl vinyl ketone.Some other possible to (+/-)-geosmin have been investigated.A high yield synthesis of the C-1 epimer of (+/-)-geosmin using the same epoxide as the starting material is also described.Comparision with other previously reported total syntheses of the title compound is presented.

SYNTHESIS OF EARTHY-MOULDY SMELLING COMPOUNDS-I STEREOSELECTIVE SYNTHESIS OF (+/-)-GEOSMIN

The strongly earthy-smelling compound (+/-)-geosmin 1 is obtained stereospecifically in four steps and 42percent overall yield from 1,4aβ-Dimethyl-4,4a,5,6,7,8-hexahydronaphtalen-2(3H)-one 2.The key step involves a one-pot double-reduction of an epoxytosylate.