3-Nitropropanoic acid

Palladium proved especially useful in the hydrogenation of 2-hydroxy-3-nitropropanoic acid. Reduction over palladium-on-carbon gave pure, powdery isoserine, whereas platinum failed to reduce the nitro function under neutral or acidic conditions reduction over Raney nickel gave a bright green powder (96). 

Nitropropanoic acid, AB69 5-Nitro-2-propenalylfuran, AJ20... 

Nitropropanoic acid esters can be converted into acrylic acid derivatives by treatment with a slight excess of DBU in THF or DMSO at room temperature. If 3-nitro-propanoates are treated with two equivalents of LDA at -78 °C in THF/DMPU or THF/HMPA, however, the resulting dianion can be cleanly C-alkylated, and the product isolated without elimination of the nitro group [160, 161] (Scheme 5.57). Without the addition of a cosolvent (DMPU, HMPA, or quinuclidine N-oxide [161]) alkylation of the 3-nitropropanoate dianion does not proceed sufficiently quickly [160,161],... 

Nitropropanoic acid (109) is a toxic metabolite produced in higher plants and by several fungi. It has been shown to be produced in Penicillium atrovenetum from L-aspartate (105) (Scheme 28). A series of papers has been published on the... 

Fig. 14. The C-3 methylene region of the 50 MHz p.n.d. NMR spectrum of 3-nitropropanoic acid (109) enriched from feeding DL-[2- C, 5] ]aspartic acid to Penicillium atrovenetum. (Figure kindly supplied by R.L. Baxter)...

Figure 46 3-Nitropropanoic acid esters (193-195) from chrysomelid beetles and pinoresinol (35) from caterpillars of the cabbage butterfly, Pieris rapae.

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