615582-98-4

Usage

Molecular structure

The compound consists of a pyrrolidine ring with various functional groups attached to it, including a carboxylic acid group, a hydroxymethyl group, and a diphenylsilyl oxy group.

Functional groups

The compound contains a pyrrolidine group, a carboxylic acid group, a hydroxymethyl group, and a diphenylsilyl oxy group.

Ester compound

It is the 1,1-dimethylethyl ester of 1-pyrrolidinecarboxylic acid.

Stereochemistry

The compound is classified as (2S,4R)-, indicating the specific spatial arrangement of its atoms.

Applications

The compound may have various applications in pharmaceuticals, chemical synthesis, or material science.

Synthesis and purification

The specific properties and uses of the compound would depend on its synthesis and purification methods.

Upstream product

• 226225-42-9 (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]pyrrolidine-2-carboxylic acid methyl ester 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1432589-87-1 C₃₅H₄₁F₆N₃O₃SSi 
• 1432589-58-6 C₂₆H₃₈N₂O₃Si 
• 1432589-55-3 C₂₆H₃₆N₄O₃Si 
• 1432589-03-1 N-(((2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl)methyl)-1,1,1-trifluoromethanesulfonamide 
• 1432589-06-4 N-(((2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl)methyl)methanesulfonamide 
• 1432589-07-5 N-(((2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl)methyl)-4-methylbenzenesulfonamide 
• 1432589-08-6 1-(3,5-bis(trifluoromethyl)phenyl)-3-(((2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl)methyl)thiourea 
• 1432589-60-0 C₂₇H₃₇F₃N₂O₅SSi 
• 1432589-61-1 C₂₇H₄₀N₂O₅SSi 
• 1432589-62-2 C₃₃H₄₄N₂O₅SSi 
• 1432589-52-0 C₂₇H₃₉NO₆SSi 
• 615582-99-5 (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine 
• 615583-00-1 (2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine 

Relevant academic research and scientific papers

A novel method to access chiral nonnatural 2,4-disubstituted pyrrolidines from aldehydes and nitroolefins only with an α-substituent

A series of α-substituted nitroolefins were employed in organocatalytic asymmetric Michael reactions with aldehydes. γ-Nitro carbonyl products were achieved in good yields (up to 86%) with good stereoselectivities (up to 96% ee and 24 : 1 dr). Reduction of the nitro group followed by intramolecular reductive amination successfully afforded various novel optically active 2,4-disubstituted pyrrolidine compounds.

SAR analysis of adenosine diphosphate (hydroxymethyl)pyrrolidinediol inhibition of poly(ADP-ribose) glycohydrolase

Polyadenosine diphosphoribose glycohydrolase (PARG) catalyzes the intracellular hydrolysis of adenosine diphosphoribose polymers. Because structure-activity data are lacking for PARG, the specific inhibitor adenosine diphosphate (hydroxymethyl)pyrrolidinediol (ADP-HPD) was utilized to determine the effects of structure on inhibitor potency using PARG isolated from bovine thymus (bPARG) and recombinant bovine PARG catalytic fragment (rPARG-CF). Both enzymes were strongly inhibited by submicromolar levels of ADP-HPD, but ADP and the phosphorylated pyrrolidine displayed no activity. Utilizing ADP-HPD analogues containing 2-, N6, or 8-adenosyl substituents or guanine instead of adenine, the importance of adenine ring recognition as well as a correlation between loss of PARG inhibition and the length and bulkiness of 8-adenosyl substituents was shown. Utilization of ADP-HPD analogues lacking one or both pyrrolidine cis-hydroxyls demonstrated their importance for inhibitor binding. Last, the similarity between naturally occurring bPARG and heterologously expressed rPARG-CF was demonstrated. Therefore, readily available rPARG-CF is suitable for use in future studies to determine the structural aspects of PARG.