Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 355521Erstellt: 23. Oktober 2026

Triethylamine → Boc-Tyr(OBn)-Ser(OBn)-CO2Me

https://huagongshe.com/de/reaction/355521

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktO-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosineHCID 98763—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
EduktSer(OBn)-CO2Me.TFAHCID 131720920—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBoc-Tyr(OBn)-Ser(OBn)-CO2MeHCID 13172091973%

Reaktionsschritte

To a solution of Boc-Tyr(OBn) (1.88 g, 6.50 mmol) in EtOAc (30 mL) at 0° C. was added HOBT hydrate (1.19 g, 7.80 mmol) followed by DCC (1.61 g, 7.80 mmol). A solution of Ser(OBn)-CO2Me.TFA (2.1 g, 6.50 mmol) in EtOAc (20 mL) was added followed by Et3N (1.09 mL, 7.80 mmol). The mixture was allowed to warm to room temperature and stirred overnight. The mixture was filtered, diluted with EtOAc, and washed twice with saturated aqueous NaHCO3, brine, dried over MgSO4, and concentrated. Flash chromatography (40% EtOAc/hexane) gave 2.67 g (73%) of the title compound as a white solid, mp 81°-84° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05830868
Quelldatensatzuspto-grants-1998_11
ORD IDord-b912eaba23384d21b5d4e1751cf41837
Quellennotizuspto-grants-1998_11