Tetrabutylammonium Fluoride → 4[((2S)-2-hydroxy-3-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}propyl)oxy]phenol

Participants

Reaction Steps

To a solution of the amino alcohol of Example 28(0.57 g, 0.733 mmol) in THF (11 mL) was added a 1M solution of TBAF (0.15 mL, 0.15 mmol). The reaction mixture was stirred for 6 h. TLC shows the absence of starting material, so 3 drops of a saturated aqueous ammonium chloride solution was added. The reaction mixture was evaporated in vacuo to dryness and the residue was flash chromatographed (silica gel; dichloromethane/chloroform/methanol: 6/3/1) to afford 0.240 g of the title compound as a white foam.

Provenance & Evidence