(S)-N-Cbz-1,1-diethoxypropan-2-amine → (2S)-1,1-Diethoxy-2-propanamine
Reaction equation
[CH2:1]([O:3][CH:4]([O:18][CH2:19][CH3:20])[C@@H:5]([NH:7]C(=O)OCC1C=CC=CC=1)[CH3:6])[CH3:2]>CO.[Pd]>[CH2:1]([O:3][CH:4]([O:18][CH2:19][CH3:20])[C@@H:5]([NH2:7])[CH3:6])[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of (S)-benzyl 1,1-diethoxypropan-2-ylcarbamate (844 mg, 3.00 mmol) in methanol (50 ml) was added 5% palladium on carbon (30 mg) and the mixture was stirred at room temperature for 2 hr under hydrogen atmosphere. The reaction mixture was filtered on Celite and washed with methanol (200 ml) and the filtrate was concentrated in vacuo to obtain the title compound (442 mg, 100%).
Workup
- filtrationThe reaction mixture was filtered on Celite
- washwashed with methanol (200 ml)
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-1533697070fc4b1390f48a969b4efd4d
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09126981B2
Reaction notes
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