반응 #1813

반응 방정식

Boc-Gly

N-ethyl-N'(dimethylaminopropyl)carbodiimide

Asp(O-cHex) Man(4-MBzl)

DMF

N-Hydroxybezotriazole

→

titled compound

수율 89.2%

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

수율 89.2%

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 18 h
2. 2
   농축The reaction mixture was concentrated to a small volume
3. 3
   workup.ADDITIONpoured into 1.5 L of aqueous 10% K2CO3
4. 4
   여과The precipitated product was collected by filtration
5. 5
   세척was washed with water to a neutral pH

실험 절차

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).

출처