105424-75-7

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 1729-67-5 Methyl 2,3-dibromopropionate 
• 70-55-3 toluene-4-sulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 75154-68-6 methyl (2S)-N-tritylaziridine-2-carboxylate 
• 2788-84-3 (S)-serine methyl ester 
• 67-56-1 methanol 
• 1221896-78-1 3-[{(1R)-1-bromo-2-(p-toluenesulfonamido)ethyl}carbonyl]-4-phenyl-(4R)-2-oxazolidinone 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 17136-46-8 methyl (2S)-3-hydroxy-2-{[(4-methylphenyl)sulfonyl]amino}propanoate 
• 75154-69-7 (S)-methyl aziridine-2-carboxylate 
• 253786-63-9 N-tosyl DL-serine methyl ester 
• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 41085-71-6 bromamine T 

Downstream Products

• 62456-75-1 N-[(4-methylphenyl)sulfonyl]-β-alanine methyl ester 
• 1429195-00-5 (L)-methyl 3-(4-methoxybenzylamino)-2-(4-methylphenylsulfonamido)propanoate 
• 141366-39-4 (2SR)-methoxycarbonyl-1-tosylpyrrolidine-(3SR,4RS)-diyl carbonate 
• 141366-39-4 (2RS)-methoxycarbonyl-1-tosylpyrrolidine-(3SR,4RS)-diyl carbonate 

Relevant academic research and scientific papers

Synthesis of orthogonally protected 1,2-diaminopropanoic acids by ring-opening of 3-unsubstituted N-activated aziridine 2-carboxylates with para-methoxybenzylamine: A study of the regioselectivity of the reaction

Orthogonally protected 1,2-diaminopropanoic acids (DAPs) have been synthesised in good yields by the ring-opening of 3-unsubstituted N-activated aziridine 2-carboxylates with para-methoxybenzylamine. The choice of both the N-activating group and ester alk

Discovery of cell-permeable inhibitors that target the BRCT domain of BRCA1 protein by using a small-molecule microarray

BRCTs are phosphoserine-binding domains found in proteins involved in DNA repair, DNA damage response and cell cycle regulation. BRCA1 is a BRCT domain-containing, tumor-suppressing protein expressed in the cells of breast and other human tissues. Mutations in BRCA1 have been found in ca. 50% of hereditary breast cancers. Cell-permeable, small-molecule BRCA1 inhibitors are promising anticancer agents, but are not available currently. Herein, with the assist of microarray-based platforms, we have discovered the first cell-permeable protein-protein interaction (PPI) inhibitors against BRCA1. By targeting the (BRCT)2 domain, we showed compound 15a and its prodrug 15b inhibited BRCA1 activities in tumor cells, sensitized these cells to ionizing radiation-induced apoptosis, and showed synergistic inhibitory effect when used in combination with Olaparib (a small-molecule inhibitor of poly-ADP-ribose polymerase) and Etoposide (a small-molecule inhibitor of topoisomerase II). Unlike previously reported peptide-based PPI inhibitors of BRCA1, our compounds are small-molecule-like and could be directly administered to tumor cells, thus making them useful for future studies of BRCA1/PARP-related pathways in DNA damage and repair response, and in cancer therapy.

Functionalized pyrroles from vinylaziridines and alkynes via rhodium-catalyzed domino ring-opening cyclization followed by C[dbnd]C bond migration

Rhodium(I)-catalyzed intermolecular cycloadditions of alkynes with vinyl aziridines bearing a conjugated carbonyl group in the olefin moiety followed by the double migration resulted in the formation of pyrrole derivatives in a one pot fashion.

Efficient synthesis of highly functionalized cyclic aminimides

(Chemical Equation Presented) Simple condensation reactions of various α,β-epoxy or α,β-aziridinyl methyl esters with 1,1-dialkyl hydrazines provided cyclic aminimides (1,1-dialkyl-3-oxopyrazolidines) with a heteroatom substituent at the 4-position in good yields. The reaction proceeds smoothly, without any coreagent, providing the product as an easily isolable precipitate. The reaction is expected to be a good candidate for combinatorial synthesis of a highly functionalized five-membered ring scaffold. The scope and limitations of this reaction were investigated by varying the substituents R1-R5.

New methodology for the preparation of N-tosyl aziridine-2-carboxylates

N-Tosyl aziridine-2-carboxylate methyl esters were prepared from methyl N-tosyl-l-serinate or N-tosyl-l-threoninate, tosyl chloride, and K2CO3, under phase-transfer catalysis (PTC) conditions. The same methodology, as applied to the

Copper-Catalyzed Aziridination of Olefins by (N-(p-Toluenesulfonyl)imino)phenyliodinane

The Cu(I)- or Cu(II)-catalyzed aziridination of both electron-rich and electron-deficient olefins employing (N-(p-toluenesulfonyl)imino)phenyliodinane, PhI=NTs, as the nitrene precursor, affords N-tosylaziridines in yields ranging between 55percent - 95pe

A practical, fast, and high-yielding aziridination procedure using simple Cu(II) complexes containing N-donor pyridine-based ligands

Four-coordinate dichlorocopper(II) complexes derived from di(2-pyridyl)methanes or pyridine itself exhibit high catalytic activity in aziridination of regular olefins with PhINTs in weakly coordinating chloroform in the presence of 1-2 equiv of NaBAr

An Electron-Poor Dioxa-[2.1.1]-(2,6)-pyridinophane Ligand and Its Application in Cu-Catalyzed Olefin Aziridination

A novel macrocyclic 1,7-dioxa-[2.1.1]-(2,6)-pyridinophane ligand has been synthesized and crystallographically characterized. Two derived metal complexes, dichloropalladium(II) and chlorocopper(I), were prepared. In the palladium(II) complex LPdCl2/

Efficient Synthesis of N-Sulfonyl β -Arylmethylalaninates from Serine via Ring Opening of N-Sulfonyl Aziridine-2-carboxylate

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.

Aziridine-2-carboxylic acid derivatives and its open-ring isomers as a novel PDIA1 inhibitors

[Figure not available: see fulltext.] Acyl derivatives of aziridine-2-carboxylic acid have been synthesized and tested as PDIA1 inhibitors. Calculations of charge value and distribution in aziridine ring system and some alkylating agents were performed. For the first time was found that acyl derivatives of aziridine-2-carboxylic acid are weak to moderately active PDIA1 inhibitors.