126496-79-5

Usage

Uses

Used in Organic Synthesis:
(S)-tert-butyl methyl aziridine-1,2-dicarboxylate is used as a reagent in organic synthesis for its ability to act as a source of aziridine nucleophiles. It is particularly valuable in the synthesis of amino acids and other complex organic molecules, contributing to the development of novel chemical entities.
Used in Pharmaceutical Research and Drug Development:
In the pharmaceutical industry, (S)-tert-butyl methyl aziridine-1,2-dicarboxylate is utilized as a key intermediate in the synthesis of various drug candidates. Its unique chemical properties make it a promising building block for the creation of new therapeutic agents, potentially leading to advancements in medicinal chemistry and the discovery of innovative treatments for various diseases.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 75154-69-7 (S)-methyl aziridine-2-carboxylate 
• 67-56-1 methanol 
• 1314042-79-9 C₂₅H₃₃N₃O₃ 
• 4248-19-5 tert-butyl carbazate 
• 75154-68-6 methyl (2S)-N-tritylaziridine-2-carboxylate 

Downstream Products

• 141215-69-2 methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate 
• 134167-05-8 (2R,9S)-N²-Cbz-N⁹-Boc-2,9-diamino-4,7-dioxadecanedioic acid 1-phenacyl 10-methyl diester 
• 178602-42-1 di-tert-butyl (S)-aziridine-1,2-dicarboxylate 
• 96751-61-0 (S)-4-methoxycarbonyl-oxazolidin-2-one 
• 110317-39-0 N-(tert-Butyloxycarbonyl)-α-(3-indolyl)-β-alanin-methylester 
• 71066-01-8 (S)-2-[(tert-butoxycarbonyl)amino]heptanoic acid 
• 151436-20-3 tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoate 
• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 862421-95-2 (R)-methyl 2-(tert-butoxycarbonylamino)-3-(phenylselanyl)propanoate 
• 272118-16-8 3-[2-(benzyl-benzyloxycarbonyl-amino)-ethoxy]-2-tert-butoxycarbonylamino-propionic acid methyl ester 

Relevant academic research and scientific papers

A practical method for the aziridination of α,β-unsaturated carbonyl compounds with a simple carbamate utilizing sodium hypochlorite pentahydrate

The efficient formation oftert-butylN-chloro-N-sodio-carbamate by the reaction of simpletert-butyl carbamate with sodium hypochlorite pentahydrate (NaOCl·5H2O) would be a practical and green method for the aziridination of α,β-unsaturated carbo

MACROCYCLIC COMPOUNDS AS PROTEASOME INHIBITORS

The compounds of the present invention are represented by the following compounds having Formula I and Formula (I'): where the substituents R1, R2, R2', R3, R4, R5, R', R", X, Y, and Z are as defined herein and where the substituents R1, R2, R3, R4, R5, R', R", X, Y, and Z are as defined herein. These compounds are used in the treatment of bacterial infections, parasite infections, fungal infections, cancer, immunologic disorders, autoimmune disorders, neurodegenerative diseases and disorders, inflammatory disorders, or muscular dystrophy or for providing immunosuppression for transplanted organs or tissues.

Selective cleavage of carbamate protecting groups from aziridines with otera's catalyst

Otera's distannoxane catalyst was found to promote the cleavage of carbamate groups from N-protected aziridines. This method enables the chemoselective cleavage of an aziridinyl N-carbobenzyloxy (Cbz) group in the presence of other N-Cbz groups. The selec

Asymmetrie total syntheses of (-)-renieramycin M and G and (-)-jorumycin using aziridine as a lynchpin

"Chemical Equation Presented" By exploring the triple reactivity of two aziridines and double nucleophilicity of two aromatics, convergent and versatile syntheses of the above four natural products were developed.

Use of (S)-N-tert-butoxycarbonylaziridine-2-carboxylate derivatives for α-amino acid synthesis

(S)-tert-Butyl-N-tert-butoxycarbonylaziridine-2-carboxylate and (S)-tert-butyl-N-tert-butoxycarbonylaziridine-2-carboxamide were synthesised and found to react with copper 'catalysed' Grignard reagents to give protected α-amino acids in moderate to good yields.

CONSTRUCTION OF OPTICALLY PURE TRYPTOPHANS FROM SERINE DERIVED AZIRIDINE-2-CARBOXYLATES

The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined.Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in mo