Email this article Synthesis of Ethyl Ester of 11-Deoxy-13,14-didehydro-17-methyl-20-norprostaglandin B1_Analog of Misoprostol
- Authors: Ivanova N.A.1, Shavaleeva G.A.1, Spirikhin L.V.1, Miftakhov M.S.1
-
Affiliations:
- Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences (UIC UFRC RAS)
- Issue: Vol 60, No 9 (2024)
- Pages: 967-972
- Section: Articles
- URL: https://rjraap.com/0514-7492/article/view/681711
- DOI: https://doi.org/10.31857/S0514749224090034
- EDN: https://elibrary.ru/QNXXPI
- ID: 681711
Cite item
Open Access
Access granted
Abstract
By 1,2-addition to the keto group ethyl-(5-oxocyclopent-1-enyl)heptenoate lithium acetylenide from 4-hydroxy-4,5-dimethylheptin-1, followed by oxidative isomerization of the resulting adduct with PCC was obtained ethyl ester 11-deoxy-13,14-didehydro-17-methyl-20-nor-prostaglandin B1.
Full Text
About the authors
N. A. Ivanova
Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences (UIC UFRC RAS)
Author for correspondence.
Email: gushavaleeva@mail.ru
ORCID iD: 0000-0002-3101-1285
Russian Federation, prosp. Oktabrya, 71, Ufa, 450054
G. A. Shavaleeva
Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences (UIC UFRC RAS)
Email: gushavaleeva@mail.ru
ORCID iD: 0000-0003-1345-9139
Russian Federation, prosp. Oktabrya, 71, Ufa, 450054
L. V. Spirikhin
Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences (UIC UFRC RAS)
Email: gushavaleeva@mail.ru
ORCID iD: 0000-0002-3163-882X
Russian Federation, prosp. Oktabrya, 71, Ufa, 450054
M. S. Miftakhov
Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences (UIC UFRC RAS)
Email: gushavaleeva@mail.ru
ORCID iD: 0000-0002-0269-7484
Russian Federation, prosp. Oktabrya, 71, Ufa, 450054
References
- Collins P.W., Djuric S.W. Chem. Rev. 1993, 93, 1533–1564. doi: 10.1021/cr00020a007
- Peng H., Chen F-E. Org. Biomol. Chem. 2017, 15, 6281–6301. doi: 10.1039/c7ob01341h
- Collins P.W., Djuric S.W. Chem. Rev. 2003, 93, 1534–1537. doi: 10.1021/cr00020a007
- Bindra J.S., Bindra R. Prostaglandin synthesis. New York: Academic Press. 1977, 187.
- Сапожникова Т.А., Зарудий Ф.С., Габдрахманова С.Ф., Хисамутдинова Р.Ю., Макара Н.С., Иванова Н.А., Мифтахов МС., Батталова M.О. Эксперим. и клин. фармакол. 2017, 80, 35–44. [Sapozhnikova T.A., Zarudii F.S., Gabdrakhmanova S.F., Khisamutdinova R.Yu., Makara N.S., Ivanova N.A., Miftakhov M.S., Battalova M.O. Eksperimental′naya i Klinicheskaya Farmakologiya, 2017, 80, 35–44.] doi: 10.30906/0869-2092-2017-80-8-35-44
- Иванова Н.А., Шайнурова А.М., Мифтахов М.С. Хим.-фарм. ж., 1998, 6, 39–40. [Ivanova N.A., Shainurova A.M., Miftakhov M.S. Pharm. Chem. J. 1998, 32, 325–326.] doi: 10.1007/BF02580520
- Chen S-M.L., Grudzinskas C.V., Dessy F. Prostaglandins. 1979, 17, 707–717. doi: 10.1016/s0090-6980(79)80042-8
- Collins P.W., Dajani E.Z., Driskill D.R., Bruhn M.S., Jung C.J., Pappo R. J. Med. Chem. 1977, 20, 1152–1159. doi: 10.1021/jm00219a008
- Collins P.W., Dajani E.Z., Pappo R., Gasiecki A.F., Bianchi R.G., Woods E.M. J. Med. Chem. 1983, 26, 786–790. doi: 10.1021/jm00360a002
- Terinek M., Kozmik V., Palecek J. Collect. Czech. Chem. Commun., 1997, 62, 1325–1341. doi: 10.1135/cccc19971325
- Harikrishna M., Mohan H.R., Dube P.K., Subbaraju G.V. Synth. Commun. 2009, 39, 2763–2775. doi: 10.1080/00397910802664228
- Иванова Н.А., Шавалеева Г.А., Мифтахов М.С. ЖОрХ. 2020, 56, 472–475. [Ivanova N.A., Shavaleeva G.A., Miftakhov M.S. Russ. J. Org. Chem. 2020, 56, 540–543.] doi: 10.1134/s1070428020030288
- Иванова Н.А., Шавалеева Г.А, Фазлиахметова И.Б., Мифтахов М.С. ЖОрХ. 2020, 56, 631–635. [Ivanova N.A. Shavaleeva G.A., Fazliakhmetova I.B., Miftakhov M.S. Russ. J. Org. Chem. 2020, 56, 708–711.] doi: 10.1134/s1070428020040211
Supplementary files
