tert-Butanol → HCID 53403820, compound

Participants

Reaction Steps

To a solution of 2.03 g trans-(1SR,2SR)-4-methylene-cyclopentane-1,2-dicarboxylic acid ethyl ester (prepared and purified according to example 1 and 2, step 1) and 1.13 g of NEt3 in 25 ml of toluene was added drop wise at 22° C. 3.03 g of diphenylphosphoryl azide and the mixture was heated at 80° C. for 30 min. The mixture was diluted with 4.08 g of t-BuOH and heating was continued at 90° C. for 16 h. The mixture was evaporated and the residue chromatographed on silica using a gradient of CH2Cl2 to CH2Cl2/MeOH (99:1) to give 1.55 g (55%) of the title compound 35a.

Provenance & Evidence