反应详情

Compound 14 (1.07 g, 2.11 mmol) was dried three times by azeotropic distillation with anhydrous acetonitrile, 6-hydroxyhexanoic acid (336 mg, 2.54 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (487 mg, 2.54 mmol), 1-hydroxybenzotriazole monohydrate (778 mg, 5.08 mmol) and anhydrous dichloromethane (20 ml) were added at room temperature, and the mixture was stirred for 10 min under an argon atmosphere. To the thus-obtained mixture was added triethylamine (778 mg, 5.08 mmol), and the mixture was stirred at room temperature overnight under an argon atmosphere. To the obtained reaction mixture was added dichloromethane (150 ml), and the mixture was washed three times with saturated aqueous sodium hydrogen carbonate, and further washed once with saturated brine. The organic layer was fractionated and dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: dichloromethane-methanol (95:5)+0.05% pyridine) to give hydroxyhexanamidoglycylglycine-4,4′-dimethoxytrityloxybutylamide (15) (890 mg, 68%) as a colorless syrup. The instrumental analysis values of hydroxyhexanamidoglycylglycine-4,4′-dimethoxytrityloxybutylamide (15) are shown below.

1. additionwere added at room temperature
2. stirringthe mixture was stirred at room temperature overnight under an argon atmosphere
3. customTo the obtained reaction mixture
4. washthe mixture was washed three times with saturated aqueous sodium hydrogen carbonate
5. washfurther washed once with saturated brine
6. dry with materialdried over sodium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe obtained residue was purified by silica gel column chromatography (eluent: dichloromethane-methanol (95:5)+0.05% pyridine)