• Name

  Saxagliptin hydrate

• EINECS 641-082-3
• CAS No. 945667-22-1
• Article Data2
• CAS DataBase
• Density
• Solubility
• Melting Point
• Formula C18H25N3O2.H2O
• Boiling Point
• Molecular Weight 333.431
• Flash Point
• Transport Information
• Appearance White solid
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms (1S,3S,5S)-2-[(2S)-2-Amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrate;
• PSA 99.58000
• LogP 1.73188

Synthetic route

709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

945667-22-1

saxagliptin monohydrate

Conditions

Conditions	Yield
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In methanol; dichloromethane; water for 18h; Stage #2: With sodium hydroxide; water In methanol; dichloromethane for 0.333333h; pH=9.0 - 10.5; Product distribution / selectivity;	81%
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; ethyl acetate at 23℃; for 4h; Stage #2: With water; potassium carbonate In ethyl acetate at 16 - 20℃; for 2h; Product distribution / selectivity;	77%
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; isopropyl alcohol at 65℃; for 1.5h; Stage #2: With sodium hydroxide; water; potassium carbonate In dichloromethane; isopropyl alcohol pH=~ 9; Product distribution / selectivity;

saxagliptin

945667-22-1

saxagliptin monohydrate

Conditions

Conditions	Yield
With water In ethyl acetate; isopropyl alcohol at 65℃;

945667-22-1

saxagliptin monohydrate

saxagliptin dihydrochloride dihydrate

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; ethanol at 20℃;

945667-22-1

saxagliptin monohydrate

saxagliptin

Conditions

Conditions	Yield
Stage #1: saxagliptin monohydrate In dichloromethane; isopropyl alcohol Stage #2: In ethyl acetate