84771-33-5

Basic information

• Product Name: 2-Aziridinecarboxylic acid, 1-(triphenylmethyl)-, (S)-
• Synonyms: N-tritylaziridine-2-carboxylate
• CAS NO: 84771-33-5
• Molecular Formula: C22H19NO2
• Molecular Weight: 329.398
• Mol File: 84771-33-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Aziridinecarboxylic acid, 1-(triphenylmethyl)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Aziridinecarboxylic acid, 1-(triphenylmethyl)-, (S)-(84771-33-5)
• EPA Substance Registry System: 2-Aziridinecarboxylic acid, 1-(triphenylmethyl)-, (S)-(84771-33-5)

Safety Data

• Hazardous Substances Data: 84771-33-5(Hazardous Substances Data)

Upstream product

• 67553-36-0 benzyl 3-hydroxy-2-(tritylamino)propanoate 
• 75154-68-6 methyl (2S)-N-tritylaziridine-2-carboxylate 
• 67413-25-6 benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate 

Downstream Products

• 134303-31-4 (S,S)-methyl-N-tritylazylilvalinate 
• 157878-50-7 (S)-1-Trityl-aziridine-2-carboxylic acid pentafluorophenyl ester 
• 1415256-83-5 methyl ((S)-1-tritylaziridine-2-carbonyl)-L-phenylalaninate 
• 1415256-85-7 C₂₆H₂₆N₂O₃ 
• 1415256-88-0 C₂₉H₃₂N₂O₃ 
• 1153740-27-2 N-methoxy-N-methyl-(S)-1-triphenylmethyl-aziridine-2-carboxamide 
• 1582265-90-4 C₃₇H₃₉N₃O₅ 
• 67413-25-6 benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate 

Relevant articles and documents

Selective Inhibition of the Immunoproteasome by Structure-Based Targeting of a Non-catalytic Cysteine

Clinically applied proteasome inhibitors induce cell death by concomitant blockage of constitutive and immunoproteasomes. In contrast, selective immunoproteasome inhibition is less cytotoxic and has the potential to modulate chronic inflammation and autoi

Intermolecular (4+3) cycloadditions of aziridinyl enolsilanes

Upon activation by strong Bronsted acids, aziridinyl enolsilanes undergo (4+3) cycloadditions with dienes to afford aminoalkylated cycloheptenones as products. The use of a highly polar medium such as nitroalkane facilitates high cycloaddition yields of up to 99%. Optically pure aziridinyl enolsilanes react to yield (4+3) cycloadducts with up to 99% ee.

On The Synthesis of (2S)-Aziridine-2-Carboxylic Acid Containing Peptides

Optimized conditions are described for the synthesis of 1-trityl-2-aziridine-carboxylic acid 3 (Trt-Azy-OH) and benzyl (2S)-aziridine-2-carboxylate 6 (H-Azy-OBzl) as useful derivatives for the synthesis of N- and C-terminal aziridine-containing peptides.Thereby, the use of the pentafluorophenyl ester of Trt-Azy-OH was found to be the method of choice in acylating steps, whereas acylation of H-Azy-OBzl several classical methods of peptide synthesis can be succesfully used.The fully protected aziridine-2-carboxylic acid peptides are accessible in satisfactory yields as analytically defined products, but partial or total deprotection of these compounds again by standard procedures of peptide synthesis is surprisingly difficult in terms of satisfactory yields, whereby sequence-dependent unstability both in the reaction and purification steps as well as on storage was found to strongly limit the accessibility of these aziridine-containing peptides as promising active-site inactivators of cysteine-proteinases.