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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695702Generated: October 30, 2026

Water → HCID 67277658, compound

https://huagongshe.com/reaction/1695702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 67278285HCID 67278285—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67277658HCID 6727765878.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of the above described (2SR,6SR)-4-benzenesulfonyl-1-benzyl-piperazine-2,6-dicarboxylic acid diethyl ester (7.0 g, 15 mmol) in tetrahydrofuran (165 ml) at 23° C. was added a solution of lithium aluminum hydride in tetrahydrofuran (c=1 mol/l, 45.6 ml, 45.6 mmol) and the mixture was stirred at 70° C. for 1 h. Then the reaction was cooled to 0° C., water (1.75 ml) was added very slowly, then NaOH 15% (1.75 ml) and water (5.24 ml). The mixture was stirred at 23° C. for 1.5 h, the precipitate was filtered off, washed with tetrahydrofuran and the organic layer was evaporated totally to give the title compound as a white solid (4.45 g, 78%), MS (ISP) m/e=377.3 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163740B2
Source datasetuspto-grants-2012_04
ORD IDord-7f04baa0414942878cb42f49279aae44
Source noteuspto-grants-2012_04