848475-20-7

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-bromophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R)-
• CAS NO: 848475-20-7
• Molecular Formula: C18H24BrNO5
• Molecular Weight: 414.296
• Mol File: 848475-20-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-bromophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-bromophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R)-(848475-20-7)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-bromophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R)-(848475-20-7)

Safety Data

• Hazardous Substances Data: 848475-20-7(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 433289-50-0 (4R)-4-[(4'-bromobenzyl)oxy]-N-Boc-L-proline 
• 589-17-3 p-bromobenzyl chloride 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 589-15-1 1-bromomethyl-4-bromobenzene 

Downstream Products

• 1600530-93-5 (4R)-4-{[4'(diethoxyphosphoryl)benzyl]oxy}-N-Boc-L-proline methyl ester 
• 433289-49-7 (2S,4R)-4-(4-Bromo-benzyloxy)-pyrrolidine-2-carboxylic acid methyl ester 

Relevant articles and documents

Synthesis of zirconium phosphonate supported L-proline as an effective organocatalyst for direct asymmetric aldol addition

Stable L-proline-functionalized zirconium methyl- and/or phenylphosphonates have been prepared as amorphous solids by the precipitation of (4R)-4-[(4′-phosphonobenzyl)oxy]-L-proline and methyl- and/or phenylphosphonic acid with ZrOCl2. The supported L-proline catalysts were tested in the direct asymmetric aldol addition between several ketones and p-substituted benzaldehydes. High yields, diastereoselectivities (anti/syn up to 92:8) and enantiomeric excesses (up to 99 % ee) have been achieved. Moreover, an easy protocol for the efficient recovery of the catalytic system by simple centrifugation has been defined, and the effective reuse of the catalyst has been reported in the representative aldol addition of cyclohexanone with p-nitrobenzaldehyde. This study has shown that these L-proline immobilized catalytic systems can be used at least six times without loss of activity and with reproducible anti/syn and ee values. Copyright

De novo design, synthesis, and in vitro activity of LFA-1 antagonists based on a bicyclic[5.5]hydantoin scaffold

LFA-1 (leukocyte function-associated antigen-1), is a member of the β2-integrin family and is expressed on all leukocytes. The LFA-1/ICAM interaction promotes tight adhesion between activated leukocytes and the endothelium, as well as between T cells and antigen-presenting cells. Evidence from both animal models and clinical trials provides support for LFA-1 as a target in several different inflammatory diseases. This paper describes the de novo design, synthesis and in vitro activity of LFA-1 antagonists based on a bicyclic[5.5]hydantoin scaffold.