chloromethyl pentan-3-yl carbonate

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under nitrogen atmosphere, a mixture of acetic acid 2-{3-[(R)-{4-[amino(2-methylallyloxycarbonylimino)methyl]phenylamino}-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]-triazol-3-yl)methyl]-2-fluoro-5-methoxyphenoxyl}ethyl ester (Example 45, 300 mg), carbonic acid chloromethyl ester 1-ethylpropyl ester [CAS No. 176310-42-2] (177 mg), potassium carbonate (80 mg) and N,N-dimethylformamide (5 mL) was stirred at 85° C. for 60 minutes. After cooling the mixture to room temperature, ethyl acetate and water were added thereto. The organic layer was collected, the aqueous layer was reextracted with ethyl acetate, and all the organic layers were combined. The organic layer was sequentially washed with water and with saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the filtrate obtained was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate-methanol) to obtain the captioned compound (130 mg) as a solid. The organic layer was collected The organic layer was sequentially washed with water and with saturated aqueous sodium chloride solution dried over anhydrous magnesium sulfate The desiccant was filtered off the filtrate obtained was concentrated under reduced pressure The residue obtained was purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate-methanol)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of methyl chloroformate (25.0 g), sulfuryl chloride (35.7 g) and α,α'-azobis(isobutyronitrile) (100 mg) is refluxed for 8 hours. After cooling, the reaction mixture is diluted with hexane (150 ml) and 3-pentanol (24.0 g) is added thereto. Pyridine (42.0 g) is added dropwise to the mixture for 20 minutes under ice-cooling and stirring. After the mixture is stirred at room temperature overnight, hexane (200 ml) is added thereto. The reaction mixture is washed with water, dried, filtered and evaporated to remove the solvent. The residue is distilled under reduced pressure to give 3-pentyloxycarbonyloxymethyl chloride (26.3 g). is refluxed for 8 hours After cooling is added cooling After the mixture is stirred at room temperature overnight The reaction mixture is washed with water dried filtered evaporated to remove the solvent The residue is distilled under reduced pressure