| Identification | Back Directory | [Name]
tert-butyl 3-aminopropanoate | [CAS]
15231-41-1 | [Synonyms]
Boc-C2-NH2
H-Beta-Ala-Otbu
tert-Butyl b-alaninate
b-Alanine tert-butyl ester
tert-butyl 3-aminopropanoate
β-Alanine,1,1-dimethylethylester
β-Alanine, 1,1-dimethylethyl ester
b-Alanine, 1,1-diMethylethyl ester
3-Aminopropionic acid tert-butyl ester | [Molecular Formula]
C7H15NO2 | [MDL Number]
MFCD06212562 | [MOL File]
15231-41-1.mol | [Molecular Weight]
145.2 |
| Chemical Properties | Back Directory | [Boiling point ]
192 ºC | [density ]
0.959 | [Fp ]
64 ºC | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
liquid | [pka]
8.67±0.10(Predicted) | [color ]
Colourless |
| Hazard Information | Back Directory | [Uses]
tert-Butyl 3-Aminopropanoate is an intermediate useful in the synthesis of rac-3-Oxo Atorvastatin Sodium Salt (O847150), which is a byproduct impurity of Atorvastatin Calcium (A791750), a selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglyceinhibitorrides in patients with hypercholesterolemia. | [Synthesis]
The general procedure for the synthesis of tert-butyl 3-aminopropionate from tert-butyl cyanoacetate is as follows: 200 g of tert-butyl cyanoacetate was added to the reactor, followed by the addition of 1 kg of 2% methanol-ammonia aqueous solution and 20 g of Ruannei nickel. The reaction kettle was sealed and replaced three times with nitrogen and then three times with hydrogen. The hydrogen pressure was adjusted to 5 MPa, heated to 55 °C, and the reaction was carried out under stirring for 6 h, during which the hydrogen was continuously replenished. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to about 200 g and diluted with ethyl acetate. After cooling, the pH was adjusted to 3 with ethyl acetate-hydrogen chloride solution, the reaction system was concentrated again and the precipitated solid was dried to give 198 g of the target product tert-butyl 3-aminopropionate. | [IC 50]
Alkyl/ether | [References]
[1] Patent: CN105367435, 2016, A. Location in patent: Paragraph 0022; 0023 |
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