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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77322Erstellt: 24. Oktober 2026

Triethylamine → Trifluoromethanesulfonate

https://huagongshe.com/de/reaction/77322

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTrifluoromethanesulfonic anhydrideHCID 67749—
EduktN-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine tert-butyl esterHCID 67155390—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktTrifluoromethanesulfonateHCID 2758875—
ProduktN-isoamyl-N-(6-trifluoromethanesulfonyloxy naphthalene-2-sulfonyl)-D-valine tert-butyl esterHCID 86653275—

Reaktionsbedingungen

Temperatur0 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841291B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-ff2caca0eef64b8a8e81656a051c760e
Quellennotizuspto-grants-2014_09