(S)-N-Cbz-1,1-diethoxypropan-2-amine → (2S)-1,1-Diethoxy-2-propanamine

HRID 2361956Notes

Reaction equation

HRID 2361956 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

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

  1. filtrationThe reaction mixture was filtered on Celite
  2. washwashed with methanol (200 ml)
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f099a669951f4b8aa112bc978974144a
Source dataset
uspto-grants-2014_04
Patent number
US08691819B2

Reaction notes

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