270923-40-5

Upstream product

• 593254-80-9 Benzoic acid (2E,6E)-8-(2-chloro-acetoxy)-2,6-dimethyl-octa-2,6-dienyl ester 
• 88887-93-8 8-hydroxy-3,7-dimethyl-2E,6E-octadien-1-chloroacetate 
• 59632-99-4 geranyl 2-tetrahydropyranyl ether 
• 66408-80-8 (2E,6E)-2,6-dimethyl-8-((tetrahydro-2H-pyran-2-yl)oxy)octa-2,6-dien-1-ol 
• 106-24-1 Geraniol 

Downstream Products

• 270923-41-6 Benzoic acid (E)-5-((2R,3R)-3-hydroxymethyl-2-methyl-oxiranyl)-2-methyl-pent-2-enyl ester 
• 593254-81-0 Benzoic acid (2E,6E)-8-bromo-2,6-dimethyl-octa-2,6-dienyl ester 
• 270923-42-7 Benzoic acid (E)-5-((2R,3R)-3-benzyloxymethyl-2-methyl-oxiranyl)-2-methyl-pent-2-enyl ester 
• 270923-43-8 (E)-(R)-8-Benzyloxy-2,6-dimethyl-oct-2-ene-1,6-diol 
• 593254-71-8 Benzoic acid (2E,6E)-8-acetoxy-2,6-dimethyl-octa-2,6-dienyl ester 

Relevant academic research and scientific papers

Synthesis and antimicrobial evaluation of farnesyl diphosphate mimetics

The synthesis and first antimicrobial evaluation of farnesyl diphosphate mimetics are described. Several analogues (10, 12, 13, and 20) are inhibitors of Candida albicans, Shizosaccharomyces pombe, and Saccharomyces cerevisiae. The activities of analogues 10, 12, and 13, which contain a ω-phenyl moiety and a diphosphate isostere, are not attributable to inhibition of sterol biosynthesis via squalene synthase. Two geranyl phenylsulphones (14 and 15) are potent inhibitors of Escherichia coli. Analogue 15 exhibits potent activity towards Salmonella typhimurium and Pseudomonas aeruginosa (MIC - 2μg/mL) and represents the first type of semi-synthetic terpenoid allylic sulphone active against these bacteria.

The total synthesis of chrysotricine

Geraniol was converted, using Sharpless oxidations as key steps, into the chiral trans-tri-substituted tetrahydrofuran 10, from which chrysotricine was synthesized in 16 steps (1.1% overall yield). (C) 2000 Elsevier Science Ltd.