25269-17-4

Usage

InChI:InChI=1/C20H34O/c1-16(2)19-12-11-18(4)9-6-8-17(3)10-7-14-20(5,21)15-13-19/h9-10,13,15-16,19,21H,6-8,11-12,14H2,1-5H3/b15-13+,17-10+,18-9+/t19-,20-/m1/s1

Upstream product

• 917-64-6 methyl magnesium iodide 
• 121702-07-6 (1S)-18-norcembra-2Z,7E,11E-trien-4-one 
• 53343-10-5 (2E,7E,11E)-(S)-4-Isopropyl-7,11-dimethyl-cyclotetradeca-2,7,11-trienone 
• 121702-09-8 (1S,4R)-cembra-2Z,7E,11E-trien-4-ol 
• 68042-99-9 (1S,2E,4R,7E,11S,12S)-11,12-epoxy-2,6-cembradiene-4-ol 

Downstream Products

• 68782-10-5 5-Isopropyl-4,8,10a-trimethyl-1,2,3,4b,5,6,7,9,10,10a-decahydro-phenanthrene 
• 68782-08-1 5-Isopropyl-4,8,10a-trimethyl-1,2,4a,4b,5,6,7,9,10,10a-decahydro-phenanthrene 
• 68782-11-6 4-Isopropyl-1,5,8a-trimethyl-1,2,3,4,7,8,8a,9,10,10a-decahydro-phenanthrene 
• 1898-13-1 cembrene 
• 25269-16-3 (1S,2E,7E,11E)-2,4⁽¹⁸⁾,7,11-cembratetraene 
• 1373151-91-7 (1R,4S,4aR,4bS,8aR,10aR)-1,8a-dimethyl-4-isopropyl-1-methoxy-5-methylenetetradecahydrophenanthrene 
• 1373151-92-8 (1R,4R,4aR,4bR,5S,8aR,10aR)-1-methoxy-1,5,8a-trimethyl-4-(prop-1-en-2-yl)tetradecahydrophenanthrene 
• 1373151-90-6 (1R,4R,4aR,4bR,5S,8aR,10aR)-1-(allyloxy)-1,5,8a-trimethyl-4-(prop-1-en-2-yl)tetradecahydrophenanthrene 
• 1373151-89-3 (1E,5E,9R,10E,12S)-9-(allyloxy)-12-isopropyl-1,5,9-trimethylcyclotetradeca-1,5,10-triene 

Relevant academic research and scientific papers

PHOTOCHEMICAL ROUTE TO CEMBRANOIDS CONTAINING A cis-DISUBSTITUTED DOUBLE BOND

The 2-cis isomers of the natural diterpenoids isocembrol, 4-epiisocembrol, and isocembrene have been synthesized from a norcembrane ketone by the use of photochemical methods.

Decaryiol, a New Cembrane Diterpene from the Marine Soft Coral Sarcophyton decaryi

The petroleum ether extract of the soft coral Sarcophyton decaryi yielded the cembrane-type diterpenes thunbergol (1), decaryiol (4), and 3,4-epoxynephthenol (13) in addition to nephthenol and trocheliophorol as reported previously.Compounds 4 and 13 are new and were characterized by spectral data, degradative studies by ozonolysis, and chemical transformations.Nephthenol reacts with tetrabromocyclohexadienone to give 11, the 3-bromo analogue of decaryiol.Compounds 4 and 11 rearrange to an enol ether (10), thereby proving the cembranoid structure of 4. 3,4-Epoxynephthenol (13), the second new cembranoid, is believed to be the biogenetic precursor of decaryiol (4), and, indeed, 13 could be transformed into 4 by acid catalysis.