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ChemicalBook CAS DataBase List 4-(2-Hydroxy-1-methyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester
900535-75-3

4-(2-Hydroxy-1-methyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester synthesis

3synthesis methods
tert-butyl 4-(1-methoxy-1-oxopropan-2-yl)piperazine-1-carboxylate

900535-41-3
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4-(2-Hydroxy-1-methyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

900535-75-3
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Yield:900535-75-3 65%

Reaction Conditions:

with lithium aluminium hydride in tetrahydrofuran at 0; for 2 h;

Steps:

3.B Step B: Preparation of Compound 2-3:

To a solution of tert-butyl 4-(1-methoxy-1-oxopropan-2- yl)piperazine-1-carboxylate (540 mg, 2 mmol) in THF (10 mL) was added LiAlH4 (1.0 mL, 2.5 mol in THF) at 0 °C dropwise. The reaction mixture was stirred at the same temperature for 2 hours. TLC showed that the reaction was complete. The reaction was quenched with EtOAc. The reaction was partitioned between EtOAc and H2O, and the organic layer was washed with brine and dried over Na2SO4. Solvent was removed under vacuum and the residue was purified by silica gel column chromatography (CH2Cl2/MeOH = 20:1) to give tert-butyl 4-(1-hydroxypropan-2-yl)piperazine-1-carboxylate (2-3) as a brown oil (300 mg, yield: 65%).

References:

WO2017/161028,2017,A1 Location in patent:Paragraph 0269; 0271