169515-57-5

Basic information

• Product Name: (S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate
• Synonyms: (S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate
• CAS NO: 169515-57-5
• Molecular Weight: 348.442
• Mol File: 169515-57-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate(169515-57-5)
• EPA Substance Registry System: (S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate(169515-57-5)

Safety Data

• Hazardous Substances Data: 169515-57-5(Hazardous Substances Data)

Upstream product

• 3182-95-4 L-Phenylalaninol 
• 3392-10-7 tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester 
• 63-91-2 L-phenylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 147-85-3 L-proline 

Downstream Products

• 1573119-49-9 3-phenyl-2-(pyrrolidin-1-ium-2-carboxamido)propyl sulfate 
• 1573119-27-3 3-butyl-1-(3-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]-imidazol-4-yl)pentanamido)propyl)-1H-imidazol-3-ium 3-phenyl-2-(pyrrolidine-2-carboxamido)propyl sulfate 
• 324764-16-1 C₆₀H₈₂N₈O₁₂ 
• 193007-24-8 C₅₂H₆₆N₈O₁₂ 
• 324764-15-0 {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 193007-44-2 2-[(4-hydroxy-pyrrolidine-2-carbonyl)-amino]-pentanedioic acid 5-amide 1-{[2-(4-hydroxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethyl]-amide} 
• 324764-14-9 [2-((2S,4R)-4-tert-Butoxy-2-{2-[(S)-2-((S)-1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 324764-13-8 (2S,4R)-4-tert-Butoxy-2-{2-[(S)-2-((S)-1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 324764-12-7 {2-[(S)-2-((S)-1-Hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 529486-21-3 (2S,1'S)-pyrrolidine-2-carboxylic acid (1-benzyl-2-hydroxyethyl)amide 

Relevant articles and documents

Catalytic anions embedded into avidin: Importance of their chirality and the chiral environment on the stereocontrol of the aldol reaction

Several catalytic anions bearing a pseudo-dipeptide scaffold, in combination with a biotinylated imidazolium cation, were prepared. The assembly of these salts with avidin resulted in the formation of stable biohybrid catalysts, active in ionic liquid/aqueous media for the aldol reaction. By using natural and non-natural amino alcohols as "side chains" for the proline derivative anion, we studied the cooperativity between the anion and its position in avidin. Taking advantage of the large freedom of movement of the anion inside avidin, we also investigated the substrate scope of this type of biohybrid catalyst.

Chemical synthesis of 15N-labeled analogues of zervamicin IIB

Analogues of 16-membered peptide antibiotic zervamicin IIB with the Gln3 and Gln11 residues 15N-labeled at the Cα-atoms were synthesized by coupling the antibiotic segments (1-4), (5-9), and (10-16). In turn, these were prepared by a stepwise chain elongation in solution starting from their C-termini using benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) as an activating agent. The sterically hindered 2-aminoisobutyric acid was introduced by the BOP-dimethylaminopyridine system with the preactivation of the carboxyl component. The segment condensation was performed with the use of the 6-trifluoromethylbenzotriazol-1-yloxy-tris(pyrrolidino)phosphonium hexafluorophosphate activating reagent. The homogeneity of the resulting zervamicin analogues was confirmed by HPLC, and their structures were proved by NMR spectroscopy and FAB mass spectrometry.