880489-75-8

Basic information

• Product Name: (1R,4R)-sertraline*(R)-mandelic acid
• Synonyms: (1R,4R)-sertraline*(R)-mandelic acid
• CAS NO: 880489-75-8
• Molecular Weight: 458.384
• Mol File: 880489-75-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1R,4R)-sertraline*(R)-mandelic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4R)-sertraline*(R)-mandelic acid(880489-75-8)
• EPA Substance Registry System: (1R,4R)-sertraline*(R)-mandelic acid(880489-75-8)

Safety Data

• Hazardous Substances Data: 880489-75-8(Hazardous Substances Data)

Upstream product

• 611-71-2 (R)-Mandelic Acid 
• 79617-89-3 cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine hydrochloride 

Downstream Products

• 611-71-2 (R)-Mandelic Acid 

Relevant articles and documents

Resolution of sertraline with (R)-mandelic acid: Chiral discrimination mechanism study

The chiral discrimination mechanism in the resolution of sertraline with mandelic acid was investigated by examining the weak intermolecular interactions (such as hydrogen bond, CH/π, and van der Waals interactions) and molecular packing difference in crystal structures of the resulting diastereomeric salts. A new one-dimensional chain-like hydrogen-bonding network and unique supramolecular packing mode are disclosed. The investigation demonstrated that stable hydrogen-bonding pattern, herringbone-like arrangement of aromatic rings, and planar boundary surface in the hydrophobic region are the three most important structural characteristics expected in less soluble diastereomeric salts. The existence and magnitude of hydrogen bond, CH/π interaction, and van der Waals interaction related to three characteristic structures, determine the stability of diastereomeric salt. The hydrogen bond is not necessarily the dominant factor while the synergy and optimization of all weak intermolecular interactions attribute to the chiral recognition.