Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Methanol | HCID 887 | — |
| Edukt | Lithium Hydroxide | HCID 3939 | — |
| Edukt | 1-(3,3-Dimethyl-1,2-dioxopentyl)-L-proline methyl ester | HCID 9837960 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Gpi-1485 | HCID 9837656 | — |
Reaktionsschritte
A mixture of methyl (2S)-1-(1,2-dioxo-3,3-dimethylpentyl)-2-pyrrolidinecarboxylate (2.10 g; 8.23 mmol), 1 N LiOH (15 ml), and methanol (50 ml) was stirred at 0° C. for 30 minutes and at room temperature overnight. The mixture was acidified to pH 1 with 1 N HCl, diluted with water, and extracted into 100 ml of methylene chloride. The organic extract was washed with brine and concentrated to deliver 1.73 g (87%) of snow-white solid which did not require further purification. 1H NMR (CDCl3): d 0.87 (t, 3H); 1.22, 1.25 (s, 3H each); 1.77 (dm, 2H); 2.02 (m, 2H); 2.17 (m, 1H); 2.25 (m, 1H); 3.53 (dd, 2H, J=10.4, 7.3); 4.55 (dd, 1H, J=8.6, 4.1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06218423B1 |
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| Quelldatensatz | uspto-grants-2001_04 |
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| ORD ID | ord-87145d4ffc584b80b5ce7472bf098f88 |
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| Quellennotiz | uspto-grants-2001_04 |
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