Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 67278285 | HCID 67278285 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67277658 | HCID 67277658 | 78.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163740B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-7f04baa0414942878cb42f49279aae44 |
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| Source note | uspto-grants-2012_04 |
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