1-BOC-3-METHANESULFONYLOXYPYRROLIDINE Chemical Properties

Boiling point:

392.9±31.0 °C(Predicted)

Density 

1.25±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

pka

-3.65±0.40(Predicted)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

1-BOC-3-METHANESULFONYLOXYPYRROLIDINE Usage And Synthesis

Synthesis

GENERAL STEPS: To a stirred solution of 1-tert-butoxycarbonyl-3-hydroxypyrrolidine (16 g, 85.4 mmol) and triethylamine (19 mL, 129 mmol) in 130 mL of dichloromethane was added slowly and dropwise to a solution of methanesulfonyl chloride (10 mL, 129 mmol) in 20 mL of dichloromethane at 0 °C. After the dropwise addition was completed, the reaction mixture was continued to be stirred at room temperature for 2.5 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous sodium bicarbonate and extracted with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give tert-butyl 3-methanesulfonyloxypyrrolidine-1-carboxylate (22.7 g, 100% yield) as a yellow solid.

References

[1] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0150
[2] Patent: US2016/168156, 2016, A1. Location in patent: Paragraph 0494; 0495
[3] Patent: KR2016/103390, 2016, A. Location in patent: Paragraph 0099; 0102
[4] Patent: CN107474024, 2017, A. Location in patent: Paragraph 0385; 0389; 0390; 0391
[5] Patent: US2016/200730, 2016, A1. Location in patent: Paragraph 0278; 0279

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