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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1500156Erstellt: 26. Oktober 2026

Methanol → Z-Trp-ome

https://huagongshe.com/reaction/1500156

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktDicyclohexylcarbodiimideHCID 10868—
Eduktbenzyloxycarbonyl-L-tryptophanHCID 101176—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktZ-Trp-omeHCID 11256670—

Reaktionsschritte

To a stirred suspension of (S)—N-benzyloxycarbonyl-L-tryptophan 1a (2.45 g, 7.2 mmol) in 10 ml anhydrous CH2Cl2, was added DMAP (0.1 g, 0.82 mmol) and methanol (0.28 g, 11.8 mmol). At 0° C., DCC in CH2Cl2 solution was slowly added to the mixture and then it was allowed to warm to room temperature and stirred overnight. After twice filtration and evaporation, the residue was purified by flash column chromatography (n-hexane/EA, 4:1 to 2:1) and afforded the desired product (S)-2a as a colourless oil (2.5 g, 98%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09206090B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-9c66da0efff34c8aba0596e2e03199c5
Quellennotizuspto-grants-2015_12