2,2-Dimethoxypropane → 4-[N-Tert-butoxycarbonyl-2,2-dimethyl-4(S)-(2,2-dimethyl-4-triisopropylsilyloxybutyl)-1,3-oxazolidin-5(S)-yl]-but-1-ene

Participants

Reaction Steps

1.80 g of 6(S)-tert-butoxycarbonylamino-8,8-dimethyl-5(S)-hydroxy-10-triisopropylsilyloxydec1-ene are stirred in 10 ml each of methylene chloride and dimethoxypropane with 50 mg of p-toluenesulfonic acid hydrate at room temperature for 2 h. After the mixture has been concentrated, the residue is purified over 250 g of silica gel with a 1:20 mixture of ethyl acetate and hexane as the mobile phase: Rf (1:20 mixture of ethyl acetate and hexane)=0.40.

Provenance & Evidence