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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 705176Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/705176

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
PatentnummerUS09173956B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-09d18dd09f7d495f84def42289717ea3
Quellennotizuspto-grants-2015_11