76357-18-1Relevant articles and documents
Efficient Synthesis of N-Sulfonyl β -Arylmethylalaninates from Serine via Ring Opening of N-Sulfonyl Aziridine-2-carboxylate
Chaudhari, Prashant,Bari, Sanjay
supporting information, p. 401 - 412 (2015/10/29)
We report the efficient synthesis of N-sulfonyl β-arylalanines methyl ester through regioselective ring opening of N-protected aziridines by variety of heteroaryl C-nucleophiles. We have optimized synthesis of N-protected aziridines with versatile protecting groups to afford 4a-c, 6a, and 6b with moderate to good yields using sulfuryl chloride, triethyl amine, and toluene at -50 °C. The present work reports on the studies related to electronic effect of nitrogen substituent on aziridination from the inexpensive starting material DL-serine. The present investigation also reports the efficient synthesis of N-sulfonyl β-arylmethylalaninates (7a-e and 8a-e) by regioselective nucleophilic ring opening of N-sulfonamido-protected aziridines using various aryl moieties such as C-nucleophiles and Lewis acids (InCl3, FeCl3, Cu(OTf)2) as catalysts and some trials by ring opening using Grignard reagent. GRAPHICAL ABSTRACT.
Radiolabelling via fluorination of aziridines
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, (2008/12/06)
This invention relates to novel compounds comprising arziridine ring suitable for labelling or already labelled with an appropriate halogen, preferably 18F, methods of preparing such compounds, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging, preferably positron emission tomography (PET).
Regio- and stereoselective lithiation of terminal oxazolinylaziridines: The aziridine N-substituent and the oxazolinyl group effect
Luisi, Renzo,Capriati, Vito,Di Cunto, Peppino,Florio, Saverio,Mansueto, Rosmara
, p. 3295 - 3298 (2008/02/12)
The regioselective lithiation of terminal oxazolinylaziridines has been investigated. The steric hindrance of the nitrogen substituent in 1-trityl-2-oxazolinylaziridine 3a, combined with the coordinating ability of the oxazolinyl group, causes β-lithiatio
