Carbamic acid, (3-pyrrolidinylmethyl)-, 1,1-dimethylethyl ester, (S)- (9CI) Chemical Properties

Boiling point:

303.9±15.0 °C(Predicted)

Density 

0.997

storage temp. 

2-8°C(protect from light)

pka

12.71±0.46(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

HS Code 

2933998090

Carbamic acid, (3-pyrrolidinylmethyl)-, 1,1-dimethylethyl ester, (S)- (9CI) Usage And Synthesis

Synthesis

General procedure for the synthesis of (S)-3-N-Boc-aminomethylpyrrolidine from (3R)-1-[(1S)-1-phenylethyl]-3-pyrrolidinylmethyl]carbamic acid,1,1-dimethylethyl ester (9CI): tert-butyl [1-(1-phenylethyl)-pyrrolidin-3-ylmethyl]-carbamate (3.50 g, 11.5 mmol) was dissolved in methanol in methanol, 20% Pd/C catalyst was added and the hydrogenation reaction was carried out under hydrogen pressure of 50 psi.After 24 h, the reaction mixture was filtered and concentrated to afford 1.75 g (S)-3-N-Boc-aminomethylpyrrolidine (yield: 76%). Mass spectrometry analysis (APCI+): m/z 201 ([M+H]+).

References

[1] Patent: WO2005/49602, 2005, A1. Location in patent: Page/Page column 88; 89; 124
[2] Patent: WO2005/49605, 2005, A1. Location in patent: Page/Page column 116; 117; 152

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