Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Nitrogen | HCID 947 | — |
| Edukt | Anisole | HCID 7519 | — |
| Edukt | HCID 178427556 | HCID 178427556 | — |
| Katalysator | Ethyl methyl sulfide | HCID 12230 | — |
| Lösungsmittel | Diethylether hexane | HCID 21584099 | — |
| Produkt | HCID 178512906 | HCID 178512906 | 60% |
Reaktionsschritte
A 100 mg portion of Boc-(D)-Arg(Cbz2)-Gly-Arg(Tos)-Thiazole, 1 mL of anisole and 4 drops of MeSEt were placed in HF-cleavage vessel and cooled under liquid N2. HF (10 mL) was then condensed into the reaction mixture and stirred at 0° C. for 1.25 h. HF was removed under vacuum to give a gum-like residue which was titrated with 20 mL of 50% Et2O-hexane and the organic wash removed by filtration. The gum residue was dissolved in 30 mL of 30% aq. HOAc and filtered through the above sintered funnel. The filtrate was lyophilized to give a powder which was purified by RP-HPLC to give 28 mg (60% yield) of (D)-Arg-Gly-Arg-thiazole. FAB-MS (M+H)+ =455.2
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06069130 |
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| Quelldatensatz | uspto-grants-2000_05 |
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| ORD ID | ord-283db2cfbe884f068a53863e057d09e1 |
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| Quellennotiz | uspto-grants-2000_05 |
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