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Chemo-enzymatic synthesis of (R)-(+)-aminoglutethimide by kinetic resolution of (±)-4-cyano-4-phenyl-1-hexanol

✍ Scribed by Dai Sig Im; Chan Seong Cheong; So Ha Lee; Youn Kyoung Jung; In Howa Jeong

Book ID
113803680
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
96 KB
Volume
26
Category
Article
ISSN
1381-1177

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Resolution of 4-cyano-4-(4-nitrophenyl)hexanoic acid: Synthesis of (R) and (S)-3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione (aminoglutethimide1)
✍ Osman Achmatowicz; Iwona Malinowska; Barbara Szechner; Jan K. Maurin 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 641 KB

Using (R)-or (S)-l-phenylethylamine as a resolving agent, (R)-and (S)-4-cyano-4-(4nitrophenyl)hexanoic acids have been isolated. Cyclization of each enantiomer, followed by reduction of the nitro group, afforded (R)-and (S)-aminoglutethimide of high (>99% ee) enantiomeric purity, respectively. The a