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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185475Generated: November 3, 2026

1-Piperazinecarboxylic acid, ethyl ester → HCID 66920071, compound

https://huagongshe.com/reaction/1185475

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Piperazinecarboxylic acid, ethyl esterHCID 8431—
ReactantSodium BicarbonateHCID 516892—
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
ReactantBoc-Met(O2)-OHHCID 7017894—
SolventDimethylformamideHCID 6228—
ProductHCID 66920071HCID 66920071—

Reaction Steps

To a solution of 2 g of (S)-2-tert-Butoxycarbonylamino-4-methanesulfonyl-butyric acid, 3.2 g of NEM and 2.3 g of TOTU in 10 ml of DMF, 1.2 g of Piperazine-1-carboxylic acid ethyl ester was added at RT and stirred for 2 h. The reaction mixture was diluted saturated aqueous sodium hydrogen carbonate solution and extracted with 400 ml of ethyl acetate. The organic phase was washed with diluted saturated aqueous sodium hydrogen carbonate solution and dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 1.9 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669266B2
Source datasetuspto-grants-2014_03
ORD IDord-ecc8134321b04094bcfa6beb69df506c
Source noteuspto-grants-2014_03