587888-04-8

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2S,4S)-
• CAS NO: 587888-04-8
• Molecular Formula: C17H22FNO4
• Molecular Weight: 323.364
• Mol File: 587888-04-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2S,4S)-(587888-04-8)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2S,4S)-(587888-04-8)

Safety Data

• Hazardous Substances Data: 587888-04-8(Hazardous Substances Data)

Upstream product

• 89813-47-8 N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-51-6 benzyl alcohol 
• 2438-57-5 (2S,4S)-4-fluoropyrrolidine-2-carboxylic acid 

Downstream Products

• 587888-05-9 N-[N-(N-tert-butoxycarbonyl-(2S,4S)-4-fluoroprolyl)-2S-prolyl]-glycine benzyl ester 
• 203866-13-1 (2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid 

Relevant articles and documents

COMBINATIONS OF HEPATITIS C VIRUS INHIBITORS

The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

Stereoelectronic effects on collagen stability: The dichotomy of 4-fluoroproline diastereomers

Collagen is the most abundant protein in animals. Natural collagen consists of a triple helix of (Xaa-Yaa-Gly)n chains, in which the Xaa and Yaa residues are often l-proline. Here, a (2S,4S)-4-fluoroproline (flp) residue is shown to be greatly stabilizing in the Xaa position (but destabilizing in the Yaa position). In contrast, a (2S,4R)-4-fluoroproline (Flp) residue is shown to be greatly destabilizing in the Xaa position (but stabilizing in the Yaa position). The dichotomous effect of the diastereomers appears to arise from a gauche effect, which alters pyrrolidine ring pucker and hence properly (or improperly) preorganizes main-chain dihedral angles. Thus, the rational use of stereoelectronic effects can enhance the conformational stability of a protein. Copyright