156925-19-8

Basic information

• Product Name: (S)-(+)-<4-(4-fluorobenzyl)-2-morpholinyl>methyl p-toluenesulfonate
• CAS NO: 156925-19-8
• Molecular Weight: 379.452
• Mol File: 156925-19-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-(+)-<4-(4-fluorobenzyl)-2-morpholinyl>methyl p-toluenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-<4-(4-fluorobenzyl)-2-morpholinyl>methyl p-toluenesulfonate(156925-19-8)
• EPA Substance Registry System: (S)-(+)-<4-(4-fluorobenzyl)-2-morpholinyl>methyl p-toluenesulfonate(156925-19-8)

Safety Data

• Hazardous Substances Data: 156925-19-8(Hazardous Substances Data)

Upstream product

• 156925-17-6 (+/-)-2-(chloromethyl)-4-(4-fluorobenzyl)morpholine 
• 156816-54-5 (+/-)-4-(4-fluorobenzyl)-2-morpholinylmethanol 
• 156816-53-4 1-Chloro-3-[(4-fluoro-benzyl)-(2-hydroxy-ethyl)-amino]-propan-2-ol 
• 459-57-4 4-fluorobenzaldehyde 
• 22116-33-2 2-(4-fluoro-benzyl-amino)-ethanol 
• 156816-52-3 (+/-)-<4-(4-fluorobenzyl)-2-morpholinyl>methyl p-toluenesulfonate 

Downstream Products

• 156816-57-8 (S)-2-Azidomethyl-4-(4-fluoro-benzyl)-morpholine 
• 156334-90-6 (R)-(+)-<4-(4-fluorobenzyl)-2-morpholinyl>methylamine 

Relevant articles and documents

Synthesis and biological activities of the optical isomers of (±)-4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]me thyl]benzamide (Mosapride)

The enantiomers, (S)-(-)-1 and (R)-(+)-1, of (+)-4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]met hyl]benzamide (mosapride) [(+)-1], a new and selective gastroprokinetic agent, were prepared from optically active [4-(4-fluorobenzyl)-2-morpholinyl]methylamines (S)-(-)-4 and (R)-(+)-4, respectively. The requisite (S)-(-)-4 and (R)-(+)-4 were prepared by optical resolution of [4-(4-fluorobenzyl)-2-morpholinyl]methyl p-toluenesulfonate [(+)-5] using (-)- and (+)-N-(p-toluenesulfonyl)glutamic acids, followed by amination of the tosyloxy groupe of (R)-(-)-5 and (S)-(+)-5, respectively. The absolute configurations of (R)-(-)-5 and (S)-(+)-5 were determined on the basis of an asymmetric synthesis of (R)-(-)-5 from (S)-(+)-benzyl glycidyl ether [(S)-(+)-11]. Mosapride and its enantiomers, (S)-(-)-1 and (R)-(+)-1, were essentially equipotent in serotonin 5-HT4 receptor agonistic activity on the electrically evoked contractions in isolated guinea pig ileum.