Di-tert-butyl dicarbonate → (2S)-2-Ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester

HRID 38276Notes

Reaction equation

HRID 38276 reaction equation
[CH2:1]([C@@H:3]1[NH:8][CH2:7][CH2:6][N:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:4]1)[CH3:2].[O:16](C(OC(C)(C)C)=O)[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=O>C(Cl)Cl>[CH2:1]([C@H:3]1[CH2:4][N:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:7][N:8]1[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:16])[CH3:2]

Participants

4

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 17750461(3S)-1-Benzyl-3-ethylpiperazine

Product 1

HCID 20598790(2S)-2-Ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product from example 69 part b) (4.74 g) in DCM (150 ml) was added (BOC)2O (5.52 g) and the reaction stirred at RT for 48 h. The reaction was concentrated under reduced pressure. The crude product was purified by chromatography (silica, (0-10% EtOAc/isohexane as eluent)), to give the sub-titled compound as a colourless oil (6.09 g).

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customThe crude product was purified by chromatography (silica, (0-10% EtOAc/isohexane as eluent))

Sources & evidence

ORD record
ord-bcb52abf092d4b73a1ad944b0a77306b
Source dataset
uspto-grants-2013_09
Patent number
US08524715B2

Reaction notes

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