反应详情

3-{2-amino-6-[2,4-dimethyl-5-({3-[(tritylamino)methyl]oxetan-3-ylmethyl}carbamoyl)phenyl]pyrimidin-4-ylsulfanyl}propanoic acid (36 mg, 0.059 mmol) obtained in Step 3 above. After confirming that the clear colorless solution changed to yellow, diisopropylethylamine (0.30 ml) was added thereto. The reaction solution was diluted with N,N-dimethylformamide (24.0 ml), and dropwise added to an N,N-dimethylformamide solution (5.0 ml) of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (28 mg, 0.070 mmol). This reaction solution was stirred at room temperature for 18 hours. Water (5 ml) was added to stop the reaction. The solvent was distilled off under reduced pressure. A saturated aqueous sodium bicarbonate solution (20 ml) was added to the residue, and extracted three times with ethyl acetate (20 ml). The organic layers were combined together and washed with a saturated aqueous sodium chloride solution (20 ml). The washed organic layer was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting crude product was purified by thin layer silica gel chromatography (developing solvent: ethyl acetate:methanol=15:1) to yield 4-amino-18,20-dimethyl-13-oxetan-3-yl-7-thia-3,5,11,15-tetraazatricyclo[15.3.1.12,6]docosa-1(20),2(22),3,5,17(21),18-hexaene-10,16-dione (Compound 72)(3 mg) as a white solid material.

1. additionwas added
2. customthe reaction
3. distillationThe solvent was distilled off under reduced pressure
4. additionA saturated aqueous sodium bicarbonate solution (20 ml) was added to the residue
5. extractionextracted three times with ethyl acetate (20 ml)
6. washwashed with a saturated aqueous sodium chloride solution (20 ml)
7. dry with materialThe washed organic layer was dried over anhydrous sodium sulfate
8. filtrationAfter filtration
9. concentrationthe filtrate was concentrated under reduced pressure
10. customThe resulting crude product was purified by thin layer silica gel chromatography (developing solvent: ethyl acetate:methanol=15:1)