31207-65-5

Usage

InChI:InChI=1/C18H30O4/c1-12(19)22-18(5)10-7-13-16(2,3)8-6-9-17(13,4)14(18)11-15(20)21/h13-14H,6-11H2,1-5H3,(H,20,21)

Upstream product

• 515-03-7 sclareol 
• 108-24-7 acetic anhydride 
• 75-05-8 acetonitrile 

Downstream Products

• 117591-81-8 [(5S,9S,10S)-11(E)]-15,16-epoxy-8⁽¹⁷⁾,11,13,⁽¹⁶⁾14-labdatetraene 
• 123159-72-8 Acetic acid (2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(o-tolylcarbamoyl-methyl)-decahydro-naphthalen-2-yl ester 

Relevant academic research and scientific papers

Chiral 8-hydroxyhomodrimane sesquiterpene amide compound and application of same as agricultural bactericide

The invention relates to a chiral 8-hydroxyhomodrimane sesquiterpene amide compound and application of the same in inhibition of a plurality of pathogenic bacteria attacking crops. The compound has a chemical structural formula as shown in a formula (I) which is defined in the specification. In the formula (I), spatial configuration at position 8 is R or S.

Degradation of the side chain of (-)-sclareol: A very short synthesis of nor-ambreinolide and ambrox

The synthesis of nor-Ambreinolide (8) from (-)-sclareol (1) was carried out by treatment with KMnO4-Ac2O and further alkaline hydrolysis. 8 was directly transformed into (-)-ambrox (11) by reduction with metal borohydride in the presence of Lewis acids.

Synthesis of (+)-coronarin E

The labdane-type diterpenoid (+)-coronatin E (5) has been synthesized in 7 steps from (-)-sclareol (1) for the first time.

Oxidative degradation of the sclareol side chain: hemisyntheses of ambergris derivatives using in the key steps palladium complexes or ruthenium tetroxide generated in situ

We report the hemisyntheses of various ambergris-type derivatives: ambraoxide 4, Ambrox 8, 13-methylambraoxide 13, ambraketal 14, norambraketal 15, non-norambraketal 16 and dioxepane 53.Sclareol 12 is used as starting material because it is currently available from Salvia sclarea.The key steps involve an oxidative degradation of the sclareol 12 side chain, using either palladium complexes or ruthenium tetroxide generated in situ. - Keywords: sclareol; Ambrox; ambraoxide; 13-methylambraoxide; ambraketal; norambraketal; nor-norambraketal; farnesylic aldehyde; palladium complex; ruthenium tetroxide generated in situ; oxidative degradation

A Short and Efficient Synthesis of (-)-Ambrox from (-)-Sclareol using a Ruthenium Oxide Catalyzed Key Step

(-)-Ambrox 5 has been synthesized in 3 steps from natural (-)-sclareol 1.Depending on the reoxidizing agents and the reaction conditions used in the ruthenium oxide catalyzed key step, overall yields of 79percent (NaIO4/RuO4) or 48percent (Ca(OCl)2/RuO4) were observed.Key Words: Ambrox, sclareol, ruthenium tetroxide.

Synthesis of Enantiomerically Pure Indolosesquiterpene

The preparation of a chiral indolosesquiterpene from sclareol is described.The main reaction involves coupling a homosesquiterpene intermediate with o-toluidine or its N-trimethylsilyl derivative.