(S)-tert-Butyl 2,4-dibenzylpiperazine-1-carboxylate → 1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylate

HRID 1598446Notes

Reaction equation

HRID 1598446 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][C@@H:9]1[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd]>[CH2:21]([C@H:9]1[CH2:10][NH:11][CH2:12][CH2:13][N:8]1[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 1

HCID 22884141(S)-tert-Butyl 2,4-dibenzylpiperazine-1-carboxylate

Product 1

HCID 177504411,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The title compound was prepared according to the procedure described in Example 2, Step C, except using 1-tert-butoxycarbonyl-2(S),4-dibenzylpiperazine (4.78 g, 11.3 mmol) and 10% palladium on carbon (1.04 g). The title compound was obtained as an oil. NMR (300 MHz, CD3OD) δ 7.25 (5H, m), 4.35 (1H, m), 4.00 (1H, d, J=12 Hz), 2.7-3.3 (7H, m), 1.25 (9H, s).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-72949014fd5c48669a27eb5d4127551f
Source dataset
uspto-grants-1998_04
Patent number
US05736539

Reaction notes

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