An effective four-step synthesis of the tripeptide H-Pyr-His-Trp-OH that is used to produce synthetic gonadoliberin agonists was developed. The synthesis was carried out without adding and removing protecting groups and could produce the target compound with >98% purity.
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References
F. G. Rick, N. L. Block, and A. V. Schally, Expert Opin. Pharmacother., 14(16), 2237 – 2247 (2013).
R. Sainsbury, Cancer Treat. Rev., 39(5), 507 – 517 (2013).
W. H. Matta, R. W. Shaw, and M. Nye, Br. J. Obstet. Gynaecol., 96(2), 200 – 206 (1989).
J. B. Engel and A. V. Schally, Nat. Clin. Pract. Endocrinol. Metab., 3(2), 157 – 167 (2007).
K. Diedrich, M. Ludwig, and R. E. Felberbaum, Semin. Reprod. Med., 19(3), 213 – 220 (2001).
A. N. Balaev, V. N. Osipov, K. A. Okhmanovich, et al., Khim.-farm. Zh., 48(3), 54 – 56 (2014); Pharm. Chem. J., 48(3), 217 – 219 (2014).
A. N. Balaev, V. N. Osipov, V. E. Fedorov, et al., Ross. Bioterapevticheskii Zh., 12(4), 55 – 58 (2013).
A. B. Nazarenko, A. N. Balaev, and V. E. Fedorov, RU Pat. 2,436,769, Dec. 20, 2011; Chem. Abstr., 156, 337588 (2012).
H.Walz, G. Tuchalski, and J. Schwarz, DD Pat. 226,895, Sept. 4, 1985; Chem. Abstr., 106, 19051 (1987).
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 50, No. 3, pp. 39 – 41, March, 2016.
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Balaev, A.N., Okhmanovich, K.A. & Fedorov, V.E. Convenient Four-Step Synthesis of H-Pyr-His-Trp-OH, a Key Tripeptide Intermediate for the Production of Synthetic Gonadoliberin Agonists. Pharm Chem J 50, 192–194 (2016). https://doi.org/10.1007/s11094-016-1421-2
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DOI: https://doi.org/10.1007/s11094-016-1421-2