181213-29-6

Basic information

• Product Name: (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester
• Synonyms: (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester
• CAS NO: 181213-29-6
• Molecular Weight: 682.711
• Mol File: 181213-29-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester(181213-29-6)
• EPA Substance Registry System: (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester(181213-29-6)

Safety Data

• Hazardous Substances Data: 181213-29-6(Hazardous Substances Data)

Upstream product

• 35899-43-5 Boc-His(Tos)-OH 
• 181213-27-4 (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester 
• 181213-28-5 (2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-carboxy-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester 
• 186581-53-3 diazomethane 

Downstream Products

• 181213-41-2 (2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester 
• 181213-30-9 (2R,3R)-2,3-Diacetoxy-N-[(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-succinamic acid methyl ester 

Relevant articles and documents

Synthesis of five enantiomerically pure haptens designed for in vitro evolution of antibodies with peptidase activity

A series of five haptens have been synthesized for use in in vitro selection experiments from combinatorial antibody libraries. Haptens were designed for the recruitment of serine and cysteine pretense reaction mechanisms for the cleavage of Phe-Ala and Phe-Phe (L,L) dipeptide analogues. For the selection of transition state stabilization, Phe(P)(O)Ala (7) and PheP(O)Phe (10) derivatives were synthesized using the Mitsunobu approach where Phe(P) represents the phosphonic acid analogue of phenylalanine and (O)Phe and (O)Ala represent (L)-β-phenyllactic and (L)-lactic acid, respectively. Optically pure peptidyl diazomethyl ketones 16 and 22 were synthesized for selection of the catalytic ensemble of cysteine proteases. An optically pure dipeptidyl boronic acid 26 was synthesized for the selection of the catalytic ensemble of serine proteases. A strategy for the evolution el catalytic antibodies using these haptens was developed which includes mechanism-based selections. Since mechanism based selections result in covalent trapping of species from libraries, diol and disulfide containing haptenic linkers were developed for the oxidative or reductive release of selected catalysts.