HCID 68562169, compound → 2-(S)-(2-Cyclohexylethyl)-5-(S)-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester
Reaction equation
[C:1]([O:5][C:6]([N:8]1[C@@H:13]([CH2:14][O:15]CC2C=CC=CC=2)[CH2:12][O:11][C@@H:10]([CH2:23][CH2:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([N:8]1[C@@H:13]([CH2:14][OH:15])[CH2:12][O:11][C@@H:10]([CH2:23][CH2:24][CH:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Add 20% palladium hydroxide on carbon (Pearlman's catalyst) (92 mg) to a solution of 5-(S)-benzyloxymethyl-2-(S)-(2-cyclohexylethyl)-morpholine-4-carboxylic acid tert-butyl ester (211 mg, 0.51 mmol) in absolute ethanol (25 mL) and hydrogenate in a Parr shaker at 40° C. for 18 hours at 60 psi. Filter and concentrate to give the desired compound which is used without further purification.