Journal of Organic Chemistry p. 1796 - 1800 (1994)
Update date:2022-08-03
Topics:
Pettit
Singh
Srirangam
Hogan-Pierson
Williams
The synthesis of dolaisoleuine as its tert-butyl ester (Dil-OBu(t)), a β- methoxy-γ-amino acid component of dolastatin 10, has been achieved employing as key step an aldol condensation between N-(benzyloxycarbonyl)-N-methyl- (S,S)-isoleucinal and tert-butyl acetate followed by O-methylation. The overall six-step reaction sequence to Dil proved to be convenient for routine preparation of this new amino acid and its stereochemical assignment as (3R,4S,5S)-N,O-dimethylisostatine.
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Doi:10.1016/S0040-4020(97)90391-4
(1997)Doi:10.1055/s-0036-1589089
(2017)Doi:10.1007/BF00779921
(1993)Doi:10.1016/0022-1139(93)03015-E
(1994)Doi:10.1248/cpb.41.866
(1993)Doi:10.1021/jo00089a006
(1994)
