1-Pyrrolidinecarboxylicacid,3-(methylamino)-,1,1-dimethylethylester,(R)-(9CI) Chemical Properties

Boiling point:

269 ºC

Density 

1.03

Flash point:

117 ºC

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

10.02±0.20(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

RIDADR 

UN2735

HS Code 

2933998090

1-Pyrrolidinecarboxylicacid,3-(methylamino)-,1,1-dimethylethylester,(R)-(9CI) Usage And Synthesis

Application

(R)-3-(methylamino)pyrrolidine-1-carboxylic acid tert-butyl ester can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in laboratory research and development processes and chemical production processes.

Synthesis

Step 7-2: 1.18 g of (R)-1-(tert-butoxycarbonyl)-3-methylaminopyrrolidine hydrochloride (chemical purity: 99.9 area%) was mixed with 2.30 g of 23 wt. % brine, 4.71 g of toluene and 734 mg of 30 wt. % aqueous sodium hydroxide solution, and was prepared in accordance with the methodology described in Step 7-1. After stirring the reaction mixture, a partitioning operation was carried out. The organic layer was concentrated and dried under vacuum to give 946 mg of tert-butyl (R)-3-(methylamino)pyrrolidine-1-carboxylate as a colorless, transparent liquid (chemical purity: 99.3 area%, yield 97%).1H-NMR (CDCl3) data: δ (ppm) 1.45 (s, 9H), 1.71 (m, 2H), 2.04 (m, 1H). 2.44 (s, 3H), 3.03-3.28 (m, 2H), 3.29-3.65 (m, 3H).

References

[1] Patent: EP2050735, 2009, A1. Location in patent: Page/Page column 20

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