1373405-37-8

Basic information

• Product Name: C₂₀H₁₈O₈*C₂₀H₂₁FN₂O
• CAS NO: 1373405-37-8
• Molecular Weight: 710.756
• Mol File: 1373405-37-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₂₀H₁₈O₈*C₂₀H₂₁FN₂O(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₀H₁₈O₈*C₂₀H₂₁FN₂O(1373405-37-8)
• EPA Substance Registry System: C₂₀H₁₈O₈*C₂₀H₂₁FN₂O(1373405-37-8)

Safety Data

• Hazardous Substances Data: 1373405-37-8(Hazardous Substances Data)

Upstream product

• 32634-68-7 (2S,3S)-di-4-toluoyltartaric acid 
• 219861-08-2 escitalopram oxalate 
• 59729-33-8 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile 

Relevant articles and documents

Response to dancer's comments on our article "substrate modification approach to achieve efficient resolution: Didesmethylcitalopram: A key intermediate for escitalopram" [Org. Process Res. Dev. 2007, 11, 289-292]

Recently, we published a synthesis of escitalopram (S-1) consisting of the resolution of didesmethylcitalopram (3) and subsequent methylation of S-didesmethylcitalopram (S-3) (Org. Process Res. De v. 2007, 11, 289-292). Some of our observations regarding

Substrate modification approach to achieve efficient resolution: Didesmethylcitalopram: A key intermediate for escitalopram

Research work presented here describes an approach to achieve the enantiopure escitalopram (1) via didesmethyl escitalopram (4), which is easily resolvable compared to citalopram (1a) through diastereomeric salt crystallization. The resolved intermediate (didesmethylcitalopram) was subsequently used for the preparation of the desired drug. This simple modification of the substrate makes a remarkable difference in the chemical resolution process. The first resolution of didesmethylcitalopram (±)-4 to furnish (+)-4, a novel key intermediate to assemble escitalopram (1) was achieved via diastereomeric salt resolution using (-)-di-p-toluoyltartaric acid (DPTTA). The resolution conditions were optimized; a key feature of this process is the addition of specific quantity of water at a specific temperature to the reaction mixture.