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- W2083325341 abstract "Racemic (trans-2′-nitrocyclopropyl)methanol rac-7 is prepared in three steps from t-butyl acrylate, while enantiopure (1′S,2′S)-7 and (1′R,2′R)-7 is obtained in six steps from (R)- and (S-2,3-O-isopropylideneglyceraldehyde, respectively. The alcohol 7 can be transformed to the bromide 8 and this in turn coupled with the glycine equivalent 2-(diphenylmethylenamino)acetate 9 to yield 3-(trans-2′-nitrocyclopropyl)alanine (Ala(3-Ncp)) 11, after deprotection. The natural material, part of the peptide-lactone hormaomycin, has (1′R,2′R)-configuration, as determined by comparison with the synthesized authentic compounds." @default.
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- W2083325341 date "1993-03-01" @default.
- W2083325341 modified "2023-09-27" @default.
- W2083325341 title "Synthesis of 3-(trans-2′-nitrocyclopropyl)alanine: An unusual natural amino acid" @default.
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- W2083325341 doi "https://doi.org/10.1016/s0040-4039(00)91962-2" @default.
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