Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55767Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → Fmoc-Phe-Gly-NH-(CH2)6NH-Boc

https://huagongshe.com/de/reaction/55767

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktN-BOC-1,6-diaminohexaneHCID 2733170—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
EduktFmoc-Phe-Gly-OHHCID 11328236—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktFmoc-Phe-Gly-NH-(CH2)6NH-BocHCID 13173368094,3%

Reaktionsschritte

To a solution of Fmoc-Phe-Gly-OH (0.66 g) in anhydrous THF (20 mL) at 0° C. under N2 was added N,N′-dicyclohexylcarbodiimide (0.307 g) and 1-hydroxybenzotriazole hydrate (0.201 g). After stirring for 15 min, N-Boc-1,6-diaminohexane (0.322 g) was added. The reaction mixture was allowed to warm to RT and stirred overnight. Solids were filtered off and they were washed with EtOAc. The filtrate and washings were then concentrated under reduced pressure. The resulting residue was purified by flash column chromatography (0 to 10% MeOH in CH2Cl2) to afford Fmoc-Phe-Gly-NH—(CH2)6NH-Boc as a white solid (0.9 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09433600B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-a1fc588f2049422e98b62bbc955960d0
Quellennotizuspto-grants-2016_09