153152-86-4

Upstream product

• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 152984-48-0 Ethyl (2E,4E,6R)-4,6-dimethyl-2,4-dodecadienoic acid 
• 179681-10-8 (2'R,4R)-3-(2-Methyl-1-oxooctyl)-4-phenyl-1,3-oxazolidin-2-one 
• 152899-19-9 (2E,4R)-2,4-Dimethyl-2-decen-1-ol 
• 152899-20-2 Ethyl (2E,4E,6R)-4,6-dimethyl-2,4-dodecadienoate 
• 152899-16-6 Ethyl (2E,4R)-2,4-dimethyl-2-decenoate 
• 179681-13-1 (2E,4R)-2,4-Dimethyl-2-decenal 
• 120925-50-0 (R)-2-methyloctan-1-ol 
• 7786-29-0 (R)-α-methyloctanal 

Downstream Products

• 117184-53-9 Aranorosin 
• 117184-53-9 aranorosin 
• 153077-13-5 (2E,4E)-(R)-4,6-Dimethyl-dodeca-2,4-dienoic acid [(S)-1-formyl-2-(4-hydroxy-phenyl)-ethyl]-amide 

Relevant academic research and scientific papers

The total synthesis of the diepoxycyclohexanone antibiotic aranorosin and novel synthetic analogues

A short synthesis of the novel antibiotic aranorosin in chiral form is described which employs (i) a novel hypervalent iodine-mediated oxidative hydroxylation of a tyrosinal derivative and (ii) a stereocontrolled cis-bisepoxidation in the key steps. A similar procedure was employed to prepare 6′-epiaranorosin, and hence establish the stereochemistry of the natural compound, and to prepare novel aranorosin analogues. An organometallic route is described which gives desamidoaranorosin.

A concise synthesis of the novel antibiotic aranorosin

A short synthesis of the novel antibiotic aranorosin is described which employs a novel hypervalent iodine-mediated oxidative hydroxylation of a tyrosinal derivative in the key step. A similar procedure was employed to prepare 6'-epiaranorosin, and hence establish the stereochemistry of the natural compound.