The structure of methyloxycarbonyl-L-phenylalanyl-L-alanine ethyl dithioester has been determined by X-ray crystallographic analysis. TheN-C-C-S(thio1) and C-N-C-C(S) torsional angles are 141(1)" and -69(2)", respectively. Consequently, the N and thiono (C=S) sulfur atoms are in close contact and the N...S(thiono) distance is 3.078(5) A. The structure is a perturbed A conformer, which we desknate A', by analogy to a previously characterised A conformer (Huber et al., Biochemistry, 21, 3109 (1982)). The @,angles for the Phe residue are -87(2) and 151(2)", respectively. A Raman spectroscopic study of a single crystal of the LL form and a resonance Rarnan (RR) spectroscopic study of powdered methyloxycarbonyl-L-phenylalanyl-DL-alanine ethyl dithioester establish the RR signature of the dithio moiety for the compound in the A' form. The RR spectrum of the dithioester in CC14 defines the RR signature for the C5 form in solution, while the RR spectrum from a solution in H20/CH3CN provides information on the signatures of the A and B conformers. As for the case of N-benzoyl-DL-alanine dithioester, the A and C5 signatures of the title compound closely resemble those for glycine-based dithioesters but the key marker bands for the B conformer are shifted by =30 cm-' to lower frequency compared to those for a glycine dithioester. 1668 (1986).Faisant appel h la diffraction des rayons-X, on a determink la structure du dithioester Cthylique de la mCthyloxycarbony1 L-phCnylalany1 L-alanjne. [Traduit par la revue]
Abstract The addition of the secondary phosphane chalkogenides HP(E)R32 (E = O , S) to the 1,2,4-triazole or imidazole containing ketones R1C6H4−C(O)−CHR2−X (2, 3) [X = C2H2N3 (2), C3H3N2 (3)] results in the formation of the phosphorylated alcohols R32P(E)−C(OH)C6H4R1−CHR2−X (4, 5). 4, 5 are fungicides with partially high activity. Their structures are discussed on the basis of the IR and NM R spectra.
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