Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Edukt | N-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester | HCID 67155390 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Trifluoromethanesulfonate | HCID 2758875 | — |
| Produkt | N-isoamyl-N-(6-trifluoromethanesulfonyloxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester | HCID 86653275 | — |
Reaktionsschritte
To a solution of N-isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester (0.18 g, 0.35 mmol) in dichloromethane (10 mL) at 0° C. is added triethylamine (0.099 mL, 0.71 mmol), triflic anhydride (0.089 mL, 0.53 mmol), and 4-dimethylaminopyridine (0.004 g, 0.035 mmol). The reaction is stirred at 0° C. for 1 hour. The solvents are removed in vacuo, and the residue is purified by column chromatography (6% hexanes-ethyl acetate) to afford the title compound (a triflate) as a yellow solid (0.14 g, 68% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841291B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-ff2caca0eef64b8a8e81656a051c760e |
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| Quellennotiz | uspto-grants-2014_09 |
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