Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 14858872 | HCID 14858872 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 14858870 | HCID 14858870 | 85% |
Reaction Steps
N-benzenesulfonyl-L-seryl-L-proline benzylester (1.96 g, 4.5 mmole) was dissolved in methanol (40 ml), and water (5 ml) solution of sodium bicarbonate (0.42 g, 5 mmole) was added thereto. Hydrogen gas was passed through the solution in the presence of 5% palladium-carbon as a catalyst for 3 hours. The catalyst was removed by filtration, and the solvent was distilled off under reduced pressure. The residue thus obtained was dissolved in water (20 ml) and 1N aqueous hydrochloric acid (10 ml) was added thereto. The solution was concentrated under reduced pressure to produce solid material, which is a white residue. The residue was dispersed in ethyl acetate (100 ml) and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain a white solid. It was recrystallized from ethyl acetate and petroleum to obtain N-benzenesulfonyl-L-seryl-L-proline (yield: 1.31 g, 66.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04971993 |
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| Source dataset | uspto-grants-1990_11 |
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| ORD ID | ord-636104c63c0b4c549d6ac293afc9a8e2 |
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| Source note | uspto-grants-1990_11 |
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