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329281-07-4

Pyridine, 3-(2S)-oxiranyl- (9CI) synthesis

4synthesis methods
3-Pyridinemethanol,-alpha--(bromomethyl)-,(-alpha-S)-(9CI)

391902-10-6
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Pyridine, 3-(2S)-oxiranyl- (9CI)

329281-07-4
4 suppliers
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Yield:329281-07-4 42%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran;water monomer at 20; for 1 h;

Steps:

35

To a solution of (S)-2-Bromo-1-pyridin-3-yl-ethanol (134 mg, 0.66 mmol) in THF (10 mL) was added 4N NaOH solution (8.3 mL). The reaction mixture was stirred at room temperature for 1 h. The organic phase was separated, dried over Na2SO4 and concentrated. Silica gel prep TLC of the resulting residue using 99:1 CH2Cl2:MeOH as an eluant afforded 34 mg of (S)-3-Oxiranyl-pyridine as a colorless oil (42%).

References:

US2006/25433,2006,A1 Location in patent:Page/Page column 121