247175-71-9

Basic information

• Product Name: methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate
• Synonyms: methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate
• CAS NO: 247175-71-9
• Molecular Weight: 385.46
• Mol File: 247175-71-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate(247175-71-9)
• EPA Substance Registry System: methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate(247175-71-9)

Safety Data

• Hazardous Substances Data: 247175-71-9(Hazardous Substances Data)

Upstream product

• 247175-69-5 N-(9-fluorenylmethoxycarbonyl)-(2S,3S)-erythro-L-β-methylphenylalanine 
• 113932-09-5 methyl (8R,9S,2E,4Z,6E)-9,10-epoxy-8-hydroxy-9-methyl-2,4,6-decatrienoate 
• 25488-25-9 (2S,3S)-methylphenylalanine 
• 247175-70-8 methyl (8R,9S,2'S,3'S,2E,4Z,6E)-9,10-epoxy-8-[2'-(9-fluorenylmethylcarbamino)-3'-phenylbutanoyloxy]-9-methyl-2,4,6-decatrienoate 

Relevant articles and documents

Synthesis of the methyl ester of tritium-labeled AK-toxin I, a host-specific toxin produced by Alternaria alternata Japanese pear pathotype

AK-toxin I, a host-specific toxin to Japanese pear (Pyrus serotina), was synthesized as its methyl ester from three precursor fragments: conjugated diene-carboxylic acid, chiral epoxyalcohol and β-methylphenylalanine. The epoxyalcohol fragment was derived from D-fructose, in which effective homologation of the hemiacetal carbon to alkyne by using dimethyl 1-diazo-2-oxopropylphosphonate was the key reaction. The diene-carboxylic acid fragment was prepared by repeated Wittig reactions, and was combined with the epoxyalcohol fragment by the Stille reaction. Esterification of the combined product with the stereochemically-pure β-methylphenylalanine fragment afforded the target compound. This method was used to prepare the methyl ester of tritium-labeled AK-toxin I with a specific radioactivity of 213 GBq/mmol.