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Inhoffen Lythgoe Diol Monotosylate synthesis

3synthesis methods
-

Yield:66774-80-9 100%

Reaction Conditions:

with dmap;triethylamine in dichloromethane at 0; for 22 h;

Steps:



Preparation of De-A,B-20-methyl-pregnan-8β-ol (2) To a stirred solution of the diol 1 (1 g, 4.7 mmol), DMAP (50 mg, 0.4 mmol) and Et3N (1.96 mL, 1.42 g, 14.1 mmol) in anhydrous methylene chloride (25 mL), was added p-toluenesulfonyl chloride (1.07 g, 5.6 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 22 hours. Methylene chloride (60 mL) was added, and the mixture was washed with water, dried (Na2SO4), and concentrated under reduced pressure. The residue was chromatographed on silica gel with hexane/ethyl acetate (9:1, then 85:15) to afford a tosylate (1.72 g, 100% yield) as a colorless oil.

References:

US2007/66566,2007,A1 Location in patent:Page/Page column 4-5