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Basic Information
| CAS No.: | 709031-78-7 |
|---|---|
| Name: | Saxagliptin hydrochloride |
| Article Data: | 11 |
| Molecular Structure: | |
|
|
|
| Formula: | C18H26ClN3O2 |
| Molecular Weight: | 351.876 |
| Synonyms: | Saxagliptin HCL salt |
| EINECS: | 696-124-3 |
| PSA: | 90.35000 |
| LogP: | 2.59818 |
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Synthetic route
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water; ethyl acetate at 5 - 10℃; | 99% |
| With chloro-trimethyl-silane In acetone for 1h; | |
| Multi-step reaction with 2 steps 1: 20 - 30 °C 2: hydrogenchloride; water / acetone / 1.25 h View Scheme |
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water In methanol at 25℃; for 3h; | 90% |
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: C25H31N3O2 With palladium 10% on activated carbon In methanol at 25 - 30℃; for 2h; Stage #2: With hydrogenchloride In ethyl acetate at 25 - 30℃; for 4h; | 80% |
| Stage #1: C25H31N3O2 With palladium 10% on activated carbon In methanol at 25 - 30℃; for 2h; Stage #2: With hydrogenchloride In water; ethyl acetate at 25 - 30℃; for 4h; | 80% |
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: C18H23N5O2 With ammonium chloride; zinc In methanol; water at 25 - 30℃; for 2h; Stage #2: With hydrogenchloride In water at 25 - 30℃; for 4h; | 73% |
| Stage #1: C18H23N5O2 With ammonium chloride; zinc In methanol; water at 25 - 30℃; for 2h; Stage #2: With hydrogenchloride In water; ethyl acetate at 25 - 30℃; for 4h; | 73% |
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| In ethanol at 45℃; |
- 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
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: hydrogenchloride / isopropyl alcohol; water / 2.08 h / 20 - 65 °C 2: 20 - 30 °C 3: hydrogenchloride; water / acetone / 1.25 h View Scheme | |
| With hydrogenchloride In propan-1-ol; water Product distribution / selectivity; Reflux; | |
| With hydrogenchloride; water In isopropyl alcohol at 20 - 65℃; for 1h; | 50 g |
| With dichloromethane In methanol at 20℃; Inert atmosphere; |
- 361442-01-5
tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)-2-oxoethyl]carbamate
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 0.58 h / 0 - 7 °C 2.1: hydrogenchloride / isopropyl alcohol; water / 2.08 h / 20 - 65 °C 3.1: 20 - 30 °C 4.1: hydrogenchloride; water / acetone / 1.25 h View Scheme | |
| Multi-step reaction with 2 steps 1: triethylamine; trifluoroacetyl chloride / dichloromethane / 0 - 10 °C 2: hydrogenchloride / water; propan-1-ol / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice 1.2: 7.55 h / Cooling 2.1: dichloromethane / methanol / 20 °C / Inert atmosphere View Scheme |
- 1346445-79-1
(1S,3S,5S)-2-[(2S)-2-propan-2-ylideneamino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]-hexane-3-carbonitrile
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water In acetone for 1.25h; | |
| With ammonium chloride at 20℃; pH=4.53; |
- 361442-05-9
(S)-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile TFA salt
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: (S)-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile TFA salt With sodium hydroxide In water Stage #2: With hydrogenchloride In dichloromethane; water |
- 709031-78-7
Saxagliptin hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: trifluoroacetic anhydride; 3-pyridinecarboxylic acid ethyl ester / ethyl acetate / 6 h / 0 - 5 °C 1.2: 2 h / 25 °C 2.1: 5%-palladium/activated carbon; hydrogen / acetonitrile / 4 h / 20 - 25 °C 3.1: hydrogenchloride / water; ethyl acetate / 5 - 10 °C View Scheme |
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