Bromotrimethylsilane → HCID 13118412, compound

Participants

Reaction Steps

A solution of the product from part (e) (1.146 g., 1.99 mmole) in dry dichloromethane (6 ml.) is treated with bromotrimethylsilane (0.55 ml., 4.17 mmole) and stirred at room temperature under argon. After 3 hours, additional bromotrimethylsilane (0.2 ml.) is added and stirring continued for 1 hour. The excess bromotrimethylsilane and dichloromethane are removed in vacuo and the residue is treated with water and ethyl acetate and stirred for 15 minutes. The aqueous phase is separated and the ethyl acetate layer is washed with saturated sodium chloride, dried over Na2SO4 and evaporated to give (±)-1-[[hydroxy[3-oxo-3-phenyl-1-(2-phenylethyl)propyl]phosphinyl]acetyl]-L-proline, phenylmethyl ester (100%) as a white foam, Rf (acetic acid/methanol/dichloromethane 1:1:18) 0.42.

Provenance & Evidence