Reaction #74407

Reaction equation

2-(bicyclo[2.2.1]heptan-2-ylamino)-5,5-bis(2-hydroxyethyl)thiazol-4(5H)-one

diisopropylethylamine

methanesulfonyl chloride

→

Methanesulfonic acid 2-[2-(bicyclo[2.2.1]hept-2-ylamino)-5-(2-methanesulfonyloxy-ethyl)-4-oxo-4,5-dihydro-thiazol-5-yl]-ethyl ester

Solvents

CH2Cl2

Conditions

Workup

1. 1
   ConcentrationThe reaction mixture was then concentrated in vacuo to providethe title compound which
2. 2
   Otherwas used without further purification

Procedure

To a mixture of 2-(bicyclo[2.2.1]heptan-2-ylamino)-5,5-bis(2-hydroxyethyl)thiazol-4(5H)-one (280 mg, 0.94 mmol) and diisopropylethylamine (Aldrich, 412 mg, 3.19 mmol) in CH2Cl2 (5 mL) was added methanesulfonyl chloride (344 mg, 3.00 mmol, 3.2 eq), and the reaction mixture was stirred at room temperature for 18 h. The reaction mixture was then concentrated in vacuo to providethe title compound which was used without further purification. MS (ESI, pos. ion) m/z: 455 (M+H).

Source