tert-Butanol → HCID 59536878, compound

Participants

Reaction Steps

A solution of 110 mg (1.48 mmol) of tert-butanol in 2 ml of dichloromethane was cooled to 0° C. and admixed dropwise with a solution of 129 μl (1.48 mmol) of chlorosulphonyl isocyanate in 2 ml of dichloromethane. The mixture was stirred at RT for 1 h. In a syringe, 820 μl of this solution were taken and were added dropwise to a solution of 90 mg (296 μmol) of the compound from Example 22A in 2 ml of dichloromethane. Then 103 μl of N,N-diisopropylethylamine were added and the reaction mixture was stirred further at RT for 2 h. The volatile constituents were removed on a rotary evaporator. The residue was dissolved in a little acetonitrile and admixed with 1 ml of 1M hydrochloric acid, and the solution obtained was purified by preparative HPLC [Method 23]. The product-containing fraction was freed from the solvents on a rotary evaporator and the residue was dried in an HV. This gave 111 mg (76% of theory) of the title compound.

Provenance & Evidence