tert-Butanol → HCID 123569579, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the compound of Example 25 (612 mg, 1.1 mmole) and Et3N (0.19 ml, 1.33 mmole) in anhydrous CH2Cl2 (30 ml) is stirred at 0° C. Then a solution of chlorosulphonyl isocyanate (0.11 ml, 1.22 mmole) in anhydrous CH2Cl2 (10 ml), cooled down to 0° C., is completed with t-BuOH (0.12 ml, 1.22 mmole) before being added rapidly to the solution of the compound of Example 25. The mixture is stirred for 30 min at 0° C. followed by 1 hour and a half at 23° C. The reaction medium is then washed successively with water (2×100 ml), a saturated aqueous solution of NaHCO3 (50 ml) and salt water (50 ml). The organic solution is dried over Na2SO4, filtered and concentrated to dryness. The evaporation residue is purified on a silica column (eluent: Heptane/AcOEt: 1/0 to 6/4). The expected compound is obtained in the form of a white solid with a yield of 85%. Melting point 122-124° C.

Provenance & Evidence