title: First preparation of single-enantiomer juvenile hormone III acid and (R)-juvenile hormone III-d₃.
abstract: The (R)- and (S)-enantiomers of juvenile hormone (JH) III acid [(R)-2 and (S)-2] were prepared by the hydrolysis of (R)- and (S)-JH III [(R)-1 and (S)-1], respectively. Each enantiomer of 2 was purified by preparative reversed-phase high performance liquid chromatography in a single operation. (RS)-2 was methylated with CH₃I and K₂CO₃ in MeCN, yielding (RS)-1. (R)-JH III-d₃ [(R)-3], a single-enantiomer internal standard for quantification, was prepared from (R)-2 with CD₃I and K₂CO₃ in MeCN.
authors.affiliation: Division of Insect Sciences, National Institute of Agrobiological Sciences, Tsukuba, Japan. ichikawa@affrc.go.jp
authors.forename: Akio
authors.initials: A
authors.lastname: Ichikawa
authors.forename: Makiko
authors.initials: M
authors.lastname: Takenaka
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Ono
mesh_terms: D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D012717:Sesquiterpenes; C036585:juvenile hormone III