Simple exploration of tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate

The synthetic route of 78551-60-7 has been constantly updated, and we look forward to future research findings.

78551-60-7, tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,78551-60-7

To a solution of oxalyl chloride (1.08 g, 8.30 mmol) in CH2CI2 (7 ml) in a dryice-acetone bath was added DMSO (1.14 g, 14.6 mmol). After 5 min, a solution ofthe product of Step 3 (3.01 g, 7.34 mmol) in CH2CI2 (7 ml) was added and the mixturewas stirred for 1 h. Diisopropylethylamine (3.28 g, 25.4 mmol) was added and after 2min the cooling bath was removed. The mixture was stirred for 30 min and dilutedwith water (50 ml). CH2CI2 (40 ml) was added and the aqueous layer was extractedwith CH2CI2 (40 ml). The combined organic layer was washed with brine, dried(MgSC>4), and concentrated to give the aldehyde, which was not further purified.To a solution of diisopropylamine (896 mg, 8.85 mmol) in THF (5 ml) in a dryice-acetone bath was added 1.6 M butyllithium in hexanes (5.5 ml, 8.8 mmol). After 5min the mixture was put in an ice-water bath and stirred for 20 min. The solution wascooled in the dry ice-acetone bath again and a solution of the product of Step 5 (2.14g, 7.37 mmol) in THF (8 ml) was added. The mixture was stirred for 1 h. A solutionof the above aldehyde in THF (10 ml) was added and the mixture was stirred for 1.5h. The reaction was quenched with water and partitioned between ether (4×50 ml)and water (50 ml). The combined organic layer was washed with brine (50 ml), dried(MgSO4), concentrated, and purified by column chromatography (gradientEtOAc/Hexanes 0-20%) to give the product (2.67 g, 52%). MS m/e 698 (M+H)+

The synthetic route of 78551-60-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2006/14762; (2006); A1;,
Piperazine – Wikipedia
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