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ChemicalBook CAS DataBase List (3S,5R)-4-Hydroxy-2-pyrrolidinemethanol
825644-11-9

(3S,5R)-4-Hydroxy-2-pyrrolidinemethanol synthesis

5synthesis methods
61478-26-0 Synthesis
BOC-HYP-OL

61478-26-0
223 suppliers
$6.00/250mg

(3S,5R)-4-Hydroxy-2-pyrrolidinemethanol

825644-11-9
4 suppliers
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Yield:825644-11-9 96%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 0 - 20;

Steps:

A13b

16.0 mL TFA are added to a solution cooled to 0° C. of 4.53 g (20.85 mmol) tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate in 200 mL DCM and the reaction mixture is stirred overnight at RT. It is evaporated down i. vac. and the product is freeze-dried. The product is obtained as the trifluoroacetate salt. Yield: 4.73 g (96% of theoretical) C5H11NO2*C2HF3O2 (M=231.170) Calc.: molpeak (M+H)+: 118 Found: molpeak (M+H)+: 118 Rf value: 0.68 (silica gel, EtOAc/MeOH 9:1)

References:

US2005/239826,2005,A1 Location in patent:Page/Page column 27