Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Edukt | Dibenzylphosphate | HCID 4193600 | — |
| Edukt | 3-(1-Methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrole-1-carboxylic acid (4-hydroxybutyl)-amide | HCID 9849384 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 69946456 | HCID 69946456 | 83% |
Reaktionsschritte
Triphenylphosphine (0.86 g, 3.29 mmol) and Dibenzyl phosphate (0.91 g, 3.29 mmol) were added to a solution of 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrole-1-carboxylic acid (4-hydroxybutyl)-amide (prepared as in example 23, 1.41 g, 2.74 mmol) in THF (50 mL). The mixture was cooled to −78° C. Diethyl azodicarboxylate (0.52 mL, 3.29 mmol) was added dropwise over 5 min. The cooling bath was removed and after 2 h, the mixture was evaporated. Chromatography of the residue over silica gel using 2:1 EtOAc/hexane then EtOAc gave phosphoric acid dibenzyl ester 4-{[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrole-1-carbonyl]-amino}butyl ester (1.76 g, 83%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06559164B1 |
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| Quelldatensatz | uspto-grants-2003_05 |
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| ORD ID | ord-66478ebb629a4e97b3cee9202f3b500c |
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| Quellennotiz | uspto-grants-2003_05 |
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