Regioselective synthesis of N G-monoacyl and N G, N IG-diacyl derivatives of L-arginine including reaction of L-arginine with monocarboxylic acids (C7-C17) in oleum at 60 – 65°C was carried out. The yields of the target products were 80 – 97%. The proposed synthetic method was highly effective (process time ~30 min). The synthesized compounds can be used in medicine and veterinary medicine as controlled-release NO sources.
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F. Yoshinaga, R. Yoshida, et al., UK Pat. No. 1,352,420, May 8, 1974; Ref. Zh. Khim., 7R422P (1975).
T. Saito, M. Takehara, et al., US Pat. No. 3,825,560, July 23, 1974; Ref. Zh. Khim., 9R492P (1975).
S. B. Silbering and T. Sipos, US Pat. No. 4,477,428, Oct. 16, 1984; Ref. Zh. Khim., 20R604P (1985).
T. Shinichi, K. Toru, et al., Jpn. Pat. Appl. JP2000764, Jan. 5, 1990; Ref. Zh. Khim., 1R2084P (1991).
M. C. Seguin, FR Pat. Appl. 2,794,974, Dec. 22, 2000; Ref. Zh. Khim., 21.01.21-19 R2.98P (2001).
N. Yamato, EU Pat. Appl. 1,264,590, May 30, 2002; Ref. Zh. Khim., 14.03.14 – 19 R2.108P (2003).
N. A. Kravchenya, I. I. Stepuro, and A. A. Solodunov, Khim.-farm. Zh., 27(12), 51 – 52 (1993).
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 46, No. 6, pp. 49 – 50, June, 2012.
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Kravchenya, N.A., Sokolov, K.N., Sokolova, T.N. et al. Regioselective N-acylation of arginine in oleum. Pharm Chem J 46, 376–377 (2012). https://doi.org/10.1007/s11094-012-0802-4
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DOI: https://doi.org/10.1007/s11094-012-0802-4