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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1717Erstellt: 23. Oktober 2026

Dimethylformamide → Boc-Gly-Asp(O-cHex) Man(4-MBzl)

https://huagongshe.com/de/reaction/1717

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktN-(tert-butoxycarbonyl)glycineHCID 78288—
EduktAsp(O-cHex) Man(4-MBzl)HCID 131720066—
ProduktBoc-Gly-Asp(O-cHex) Man(4-MBzl)HCID 13172006789,2%

Reaktionsschritte

To a cold solution of Asp(O-cHex)-Man(4-MBzl) (46.7 g, 86.4 mmol) in DMF (100 mL) diisopropylethylamine (15 mL, 86.1 mmol) was added. N-Hydroxybezotriazole (14.0 g, 104 mmol) was added followed by Boc-Gly (16.6 g, 94.8 mmol). The reaction mixture was stirred in the cold for a few minutes, and N-ethyl-N'(dimethylaminopropyl)carbodiimide (18.2 g, 94.9 mmol) was added. The reaction mixture was allowed to warm to room temperature and stirred for 18 h. The reaction mixture was concentrated to a small volume and poured into 1.5 L of aqueous 10% K2CO3. The precipitated product was collected by filtration and was washed with water to a neutral pH to afford the titled compound (50.6 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05726192
Quelldatensatzuspto-grants-1998_03
ORD IDord-bcef87ed7a7043ef86ee001ff10769ae
Quellennotizuspto-grants-1998_03