- PII
- S30346304S0514749225050072-1
- DOI
- 10.7868/S3034630425050072
- Publication type
- Article
- Status
- Published
- Authors
- Volume/ Edition
- Volume 61 / Issue number 5
- Pages
- 566-571
- Abstract
- Starting from (±)-lactonediol Corey, a practical route for the synthesis of (±)-Entecavir was developed, the key step of which is the preparation of (1R*,3R*,4S*)-4-(1-ethoxyethoxy)-3-[(1-ethoxyethoxy)methyl]-2-methylenecyclopentanol by oxidative decarboxylation of {(1S*,2R*,3S*,5R*)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-(1-ethoxyethoxy)-2-[(1-ethoxyethoxy)methyl]cyclopentyl}acetic acid with lead tetraacetate.
- Keywords
- лактондиол Кори экзометиленциклопентанолы 2-амино-6-хлорпурин реакция Мицунобу синтез карбонуклеозиды энтекавир
- Date of publication
- 12.12.2025
- Year of publication
- 2025
- Number of purchasers
- 0
- Views
- 45
References
- 1. Suzuki K., Suda G., Yamamoto Y., Furuya K., Baba M., Kimura M., Maehara O., Shimazaki T, Yamamoto K., Shigesawa T., Nakamura A., Ohara M., Kawagishi N., Nakai M., Sho T., Natsuizaka M., Morikawa K., Ogawa K., Sakamoto N. Hepatol. Res. 2019, 49, 1294–1304. doi 10.1111/hepr.13399
- 2. Crimmins M.T., King B.W. J. Org. Chem. 1996, 61, 4192–4193. doi 10.1021/jo960708p
- 3. Faletto M.B., Miller W.H., Garvey E.P., Clair M.H. St., Daluge S.M., Good S.S. Antimicrob. Agents Chemother. 1997 41, 1099–1107. doi 10.1128/aac.41.5.1099
- 4. Innaimo S.F., Seifer M., Bisacchi G.S., Standring D.N., Zahler R., Colonno R. J. Antimicrob. Agents Chemother. 1997, 41, 1444–1448. doi 10.1128/aac.41.7.1444
- 5. Campian M., Putala M., Sebesta R. Curr. Org. Chem. 2014, 18, 2808–2832.
- 6. Hyun Y.E., Kim H.R., Choi Y., Jeong L. S. Asian J. Org. Chem. 2017, 6, 1213–1218. doi 10.1002/ajoc.201700032.
- 7. Velasco J., Ariza X., Badía L., Bartra M., Berenguer R., Farràs J., Gallardo J., Garcia J., Gasanz Y. J. Org. Chem. 2013, 78, 5482−5491. doi 10.1021/jo400607v.
- 8. Liu X., Jiao X., Wu Q., Tian C., Li R., Xie P. Tetrahedron Lett. 2012, 53, 3805–3807. doi 10.1016/j.tetlet.2012.05.058.
- 9. Xu H., Wang F., Xue W., Zheng Y., Wang Q., Qiu F., Jin Y. Org. Process Res. Dev. 2018, 22, 377–384. doi 10.1021/acs.oprd.8.
- 10. Liu L., Sun Y., Wang J., Ou W., Wang X., Huang S. Synlett. 2019, 30, 748–752. doi 10.1055/s-0037-1612215
- 11. Wang S., Zhang X., Gu H., Zhu X., Guo Y. Org. Preparations Procedures International, 2017, 49, 568–574. doi 10.1080/00304948.2017.1384284
- 12. Vostrikov N.S., Lobko I.F, Valiullina Z.R. Miftakhov M.S Mendeleev Commun. 2017, 27, 12–13. doi 10.1016/j.mencom.2017.01.002
- 13. Толстиков Г.А., Мифтахов М.С., Валеев Ф.А., Востриков Н.С., Ахметвалеев Р.Р. ЖОрХ. 1984, 20, 221–222. [Tolstikov G.A., Miftakhov M.S., Valeev F.A., Vostrikov N.S., Akhmetvaleev R.R., Zh. Org. Khim. 1984. 20, 221–222.]
- 14. Гордон А., Форд Р. Спутник химика. М.: Мир, 1976, 542.
