1621689-64-2

Basic information

• Product Name: 5-(2-(2-fluorophenyl)-1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• Synonyms: 5-(2-(2-fluorophenyl)-1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS NO: 1621689-64-2
• Molecular Weight: 280.253
• Mol File: 1621689-64-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-(2-(2-fluorophenyl)-1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-(2-fluorophenyl)-1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione(1621689-64-2)
• EPA Substance Registry System: 5-(2-(2-fluorophenyl)-1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione(1621689-64-2)

Safety Data

• Hazardous Substances Data: 1621689-64-2(Hazardous Substances Data)

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 451-82-1 (2-fluorophenyl)acetic acid 
• 451-81-0 2-(2-fluorophenyl)acetyl chloride 

Downstream Products

• 221121-35-3 ethyl 4-(2-fluorophenyl)-3-oxobutanoate 
• 1449301-78-3 ethyl 5-(2-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylate 

Relevant articles and documents

Practical, asymmetric route to sitagliptin and derivatives: Development and origin of diastereoselectivity

The development of a practical and scalable process for the asymmetric synthesis of sitagliptin is reported. Density functional theory calculations reveal that two noncovalent interactions are responsible for the high diastereoselection. The first is an intramolecular hydrogen bond between the enamide NH and the boryl mesylate S=O, consistent with MsOH being crucial for high selectivity. The second is a novel C-H···F interaction between the aryl C5-fluoride and the methyl of the mesylate ligand.