Tetrahedron Asymmetry p. 3281 - 3283 (1999)
Update date:2022-07-30
Topics:
Reddy, N. Laxma
Francesconi, Iris
Bellott, Emile M.
A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1- methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1- methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions.
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