Ethyl Acetate → HCID 22988429, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 4-[2-(4-{3-[benzyl(ethyl)amino]-2-ethoxy-3-oxopropyl}phenoxy)ethyl]phenylcarbamate (5.2 g, 9.5 mmole) was dissolved in dry THF and cooled to 0° C. Borane methylsulfide (2 M, 11.9 ml, 23.8 mmole) was added dropwise. The reaction mixture was stirred at 0° C. for 0.5 hours after which it was allowed to reach room temperature and then refluxed for 5 hours. The reaction was quenched with water, extracted three times with ethyl acetate dried with magnesium sulfate and evaporated. The residue was redissolved in ethylacetate and chromatography on silica using a gradient system of ethylacetate:heptane (0-100%) gave 2.55 g (49% yield) of the desired product.

Provenance & Evidence