- A New Method for Hydroxymethylene Peptide Isostere Synthesis: Asymmetric Synthesis of Statine
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The asymmetric synthesis of (-)-Statine is described.The key step of the synthesis involves the coupling of hemi-acetal 6 with the ketene silyl acetal of methyl acetate.
- Williams, Robert M.,Colson, Pierre-Jean,Zhai, Weixu
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p. 9371 - 9374
(2007/10/02)
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- A highly stereoselective synthesis of (3S,4S)-statine and (3S,4S)-cyclohexylstatine
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The title compounds, which are synthetic intermediates of renin inhibitors, could be prepared from (S)-leucine and (S)-phenylalanine, respectively, by employing highly stereoselective aldol reactions of O-methyl-O-trimethylsilyl ketene acetal with an (S)-
- Takemoto,Matsumoto,Ito,Terashima
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p. 2425 - 2428
(2007/10/02)
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- An expeditious synthesis of (3S,4S)-statine and (3S,4S)cyclohexylstatine
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The title synthesis could be accomplished by employing highly stereoselective aldol reaction of O-methyl-O-trimethylsilyl ketene acetal with the (S)-α-amido aldehyde (2) in the presence of titanium (IV) chloride as a key step.
- Takemoto, Yoshiji,Matsumoto, Teruyo,Ito, Yoshio,Terashima, Shiro
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p. 217 - 218
(2007/10/02)
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- Synthesis of Statine and Its Analogues
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Statine, (3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid, and its analogues were prepared from 5,6-anhydro-3-deoxy-1,2-O-isopropylidene-D-glucofuranose.The key step is the stereospecific reaction of the epoxy sugar with the Grignard reagent.
- Yanagisawa, Hiroaki,Kanazaki, Takuro,Nishi, Takahide
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p. 687 - 690
(2007/10/02)
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- STEREOSPECIFIC SYNTHESIS OF S,S-STATINE AND ITS CONGENERS
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Statine, (STA, 8) and its cyclohexyl analog (ACHPA, 9) are obtained by a stereospecific synthesis via tetramic acid chemistry.Amides of STA and ACHPA, useful for the synthesis of antihypertensive renin inhibitors, are prepared directly from the intermedia
- Klutchko, Sylvester,O'Brien, Patrick,Hodges, John C.
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p. 2573 - 2584
(2007/10/02)
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