A VERSATILE AND EFFICIENT METHODOLOGY FOR THE PREPARATION OF CHOLINE ESTER AUXIN CONJUGATES

Authors
BOZSO BA FLUCK RA JAMETON RA LEBER PA VARNES JG
Citation
Ba. Bozso et al., A VERSATILE AND EFFICIENT METHODOLOGY FOR THE PREPARATION OF CHOLINE ESTER AUXIN CONJUGATES, Phytochemistry, 40(4), 1995, pp. 1027-1031
Citations number
9
Categorie Soggetti
Plant Sciences
Journal title
Phytochemistry → ACNP
ISSN journal
00319422
Volume
40
Issue
4
Year of publication
1995
Pages
1027 - 1031
Database
ISI
SICI code
0031-9422(1995)40:4<1027:AVAEMF>2.0.ZU;2-M
Abstract
A two-step synthetic strategy affords indole-3-acetylcholine (IAC) fro m indole-3-acetic acid (IAA) via the intermediacy of 2-dimethylaminoet hyl indole-3-acetate. Thus, treatment of indole-3-acetate with 1-dimet hylamino-2 chloroethane, followed by methylation with methyl iodide, y ields 55-70% recrystallized IAC from IAA. Using the same methodology, six analogues of IAC have been prepared in overall yields ranging from 40 to 60%.