68172-39-4

Basic information

• Product Name: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate
• Synonyms: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate
• CAS NO: 68172-39-4
• Molecular Weight: 221.256
• Mol File: 68172-39-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 371.1±42.0 °C(Predicted)
• Density: 1.228±0.06 g/cm3(Predicted)
• CAS DataBase Reference: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate(68172-39-4)
• EPA Substance Registry System: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate(68172-39-4)

Safety Data

• Hazardous Substances Data: 68172-39-4(Hazardous Substances Data)

Upstream product

• 51-35-4 4R-4-hydroxyproline 
• 100-51-6 benzyl alcohol 

Downstream Products

• 1375570-98-1 (2S,4R)-4-(acetoxy)-2-(2-[p-biphenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 
• 1375570-96-9 (2R,4R)-4-(acetoxy)-2-(2-[p-biphenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 
• 1375570-94-7 (2S,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 
• 1375570-92-5 (2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 
• 1034128-46-5 (3R,5S)-5-(2-(4-methoxyphenyl)-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidin-3-yl acetate 
• 1034128-52-3 (3R,5R)-5-(2-(4-methoxyphenyl)-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidin-3-yl acetate 
• 1375571-24-6 (2S,4R)-4-(hydroxy)-2-(2-[p-biphenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 
• 1375571-22-4 (2R,4R)-4-(hydroxy)-2-(2-[p-biphenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 

Relevant articles and documents

Synthesis and evaluation of constrained phosphoramidate inhibitors of prostate-specific membrane antigen

Abstract Prostate-specific membrane antigen (PSMA) is a cell-surface enzyme-biomarker that is actively pursued for targeted delivery of imaging and therapeutic agents for prostate cancer. Our lab has developed PSMA inhibitors based on a phosphoramidate scaffold, which has shown both high selectivity for PSMA-positive tumors and rapid clearance in vivo when radiolabeled with 18F. However, this scaffold exhibits hydrolytic instability under low pH and high temperature conditions, barring the use of other imaging or therapeutic radionuclides such as 68Ga or 177Lu. Previous studies in our lab have shown a trend in increasing acid stability as the distance between the phosphoramidate core and the α-carboxylate of the P1 residue is increased. Therefore, a new generation of phosphoramidate inhibitors was developed based on trans-4-hydroxyproline as the P1 residue to restrict the interaction of the α-carboxylate to the phosphoramidate core. These hydroxyproline inhibitors demonstrated comparable IC50 values to earlier generations as well as enhanced thermal and acid stability.

Antibiotic oxazolidinone derivatives

The invention concerns a compound of the formula (I): wherein, for example:T is of the formula (IA), (IB), or (IC); R1 is of the formula —NHC(=O)Rb wherein Rb is (1-4C)alkyl;R2 and R3 are hydrogen or