66289-87-0

Upstream product

• 67-56-1 methanol 
• 144067-18-5 Acetic acid (6Z,8Z,10E)-(3S,3aS,11aS)-3,6,10-trimethyl-2-oxo-2,3,3a,4,5,11a-hexahydro-cyclodeca[b]furan-7-yl ester 
• 72505-77-2 4β-Hydroperoxy-4-desoxyvulgarin 
• 3650-22-4 deoxyvulgarin 

Relevant academic research and scientific papers

Partial synthesis of germacranolides with pyran and furan-type rings

Pathways to synthesize germacranolides with ether bridges between C1 and C5 or C3 and C10 were described. A joint precursor was prepared using a readily available and inexpensive compound as starting material. The key step in the preparation of dihydropyranone-germacranolides proved to be a one-pot procedure involving several transformation, induced by the iodotrimethylsilane/acetonitrile system.

Microbial Transformations of Sesquiterpenoids: Conversion of Deoxyvulgarin by Rhizopus nigricans and Aspargillus ochraceous

Microbial transformation of the sesquiterpene lactone deoxyvulgarin (2) has been carried out with Aspergillus ochraceous and Rhizopus nigricans cultures.A. ochraceous converted deoxyvulgarin (2) into vulgarin (3) and 11,13-dihydrodouglanin (4).R. nigricans transformed deoxyvulgarin (2) into vulgarin (3), erivanin (6), and 1β-hydroxy-2-oxoeudesm-3-en-6,13-olide (7).Vulgarin (3) was obtained chemically by epoxidation of deoxyvulgarin (2) in one-step process in virtually quantitative yield.A pathway proposed for the conversion of deoxyvulgarin (2) into more functionalized metabolites is discussed.