A. Lukin, L. Vinogradova, K. Komarova, M. Krasavin, “Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines]”, Mendeleev Commun., 33:3 (2023), 323

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Mendeleev Communications, 2023, Volume 33, Issue 3, Pages 323–324
DOI: https://doi.org/10.1016/j.mencom.2023.04.008 (Mi mendc385)

This article is cited in 3 scientific papers (total in 3 papers)

Communications

Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines]

A. Lukin^a, L. Vinogradova^a, K. Komarova^a, M. Krasavin^bc

^a M.V. Lomonosov Institute of Fine Chemical Technologies, MIREA - Russian Technological University, Moscow, Russian Federation
^b Immanuel Kant Baltic Federal University, Kaliningrad, Russian Federation
^c Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation

Full-text PDF (160 kB) Citations (3) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2023.04.008

Graphic abstract: Spirocyclic azetidines for drug discovery: Novel Boc-protected 7<i>'H</i>-spiro[azetidine-3,5<i>'</i>-furo[3,4-<i>d</i> ]pyrimidines]

Abstract: A novel spirocyclic scaffold of 7'H-spiro[azetidine-3,5'-furo[3,4-d]pyrimidine] chemotype was synthesized in N-Boc-protected form. However, the scaffold was revealed to be unstable to storage when deprotected. The solution was found in the brief removal of the Boc protecting group and rapid acylation of the liberated NH-azetidine with a carboxylic acid imidazolide.

Keywords: azetidines, spirocycles, pyrimidines, instability in deprotected form, privileged scaffold, 5-nitrofuroyl.

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Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(2.0 Mb)

Citation: A. Lukin, L. Vinogradova, K. Komarova, M. Krasavin, “Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines]”, Mendeleev Commun., 33:3 (2023), 323–324

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https://www.mathnet.ru/eng/mendc385

https://www.mathnet.ru/eng/mendc/v33/i3/p323

This publication is cited in the following 3 articles:

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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