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

Alexei Yur'evich Lukin 1
Alexei Yur'evich Lukin
, 
Lyubov V Vinogradova 1
Lyubov V Vinogradova
, 
Kristina Yuryevna Komarova 1
Kristina Yuryevna Komarova
, 
Mikhail Yur'evich Krasavin 2, 3
Mikhail Yur'evich Krasavin
1 M.V. Lomonosov Institute of Fine Chemical Technologies, MIREA - Russian Technological University, Moscow, Russian Federation
2 Immanuel Kant Baltic Federal University, Kaliningrad, Russian Federation
3 Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
10.1016/j.mencom.2023.04.008
Published 2023-04-13
Communication , Volume 33, Issue 3, 323-324
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Lukin A. Y. et al. Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines] // Mendeleev Communications. 2023. Vol. 33. No. 3. pp. 323-324.
GOST all authors (up to 50) Copy
Lukin A. Y., Vinogradova L. V., Komarova K. Y., Krasavin M. Y. Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines] // Mendeleev Communications. 2023. Vol. 33. No. 3. pp. 323-324.
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TY - JOUR
DO - 10.1016/j.mencom.2023.04.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.04.008
TI - Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines]
T2 - Mendeleev Communications
AU - Lukin, Alexei Yur'evich
AU - Vinogradova, Lyubov V
AU - Komarova, Kristina Yuryevna
AU - Krasavin, Mikhail Yur'evich
PY - 2023
DA - 2023/04/13
PB - Mendeleev Communications
SP - 323-324
IS - 3
VL - 33
ER -
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@article{2023_Lukin,
author = {Alexei Yur'evich Lukin and Lyubov V Vinogradova and Kristina Yuryevna Komarova and Mikhail Yur'evich Krasavin},
title = {Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines]},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.04.008},
number = {3},
pages = {323--324},
doi = {10.1016/j.mencom.2023.04.008}
}
MLA
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Lukin, Alexei Yur'evich, et al. “Spirocyclic azetidines for drug discovery: Novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d ]pyrimidines].” Mendeleev Communications, vol. 33, no. 3, Apr. 2023, pp. 323-324. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.04.008.

Keywords

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

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.

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