Carbamic acid,N-[[[(1,1-dimethylethoxy)carbonyl]amino](methylthio)methylene]-,1,1-dimethylethyl ester

[107819-90-9] C12H22N2O4S (MW 290.38) InChI = 1S/C12H22N2O4S/c1-11(2,3)17-9(15)13-8(19-7)14-10(16)18-12(4,5)6/h1-7H3,(H,13,14,15,16) InChIKey = UQJXXWHAJKRDKY-UHFFFAOYSA-N (a versatile reagent for the synthesis of acyclic and cyclic guanidines) Alternate Name: N,N′-di-Boc-S-methylisothiourea. Physical data: mp 115–121°C. Solubility: soluble in ether, ethyl acetate, dichloromethane, and commonly used organic solvents. Form Supplied in: white fluffy amorphous solid with lumps. Preparative Methods: the most commonly used procedure for the preparation of N,N′-di-Boc-S-methylisothiourea is the reaction between S-methylthiourea hemisulfate and di-tert-butyl dicarbonate in a biphasic solvent system (aq. NaHCO3 & CH2Cl2) at room temperature (eq 1).1 (1) Purification: chromatography (15% Hexanes/CHCl3) or recrystallization from hexanes/ethyl acetate. Handling, Storage, and precautions: weighing and handling should be done with appropriate exhaust ventilation. Although the reagent is stable at room temperature, storing in cool place is preferred. The containers are kept in dry and well-ventilated place with tightly closed caps. Normal preventive fire protection measures are necessary.