, Chemical formula : C10H9ClN2O5S2 chromatographic column (DCM:MeOH, 9.5:0.5) to give a yellow solid (451 mg, 50%)

. Mp, , pp.110-115

H. Nmr, 400 MHz, CDCl3): ? (ppm) 7.56 (m = d, J = 7.5 Hz, I = 1H) ; 7.53 (m = d, J = 7.5 Hz, I = 1H)

. Lc-ms-m/z-calc,

, Chemical formula : C12H13ClN2O6S2 Molecular weight : 380.81 g/mol Synthesis protocol : To a solution of (2) (300 mg, 0.89 mmol) in anhydrous THF (5 mL) at 0 °C were sequentially added N,N-diisopropylethylamine (226 µL, 1.33 methyl ether. After being stirred at room temperature for another hour, the mixture was concentrated, and the residue was dissolved in ethyl acetate (10 mL) and washed with 1 N HCl (2 × 40 mL). The organic layer was dried (MgSO4) and concentrated before a purification by chromatographic column

. Mp, , pp.62-66

H. Nmr, 400 MHz, CDCl3) : ? (ppm) 7.44 (m = d, J = 7.4 Hz, I = 1H) ; 7.36 (m = d

=. 1h), 20 (m = s, I = 2H) ; 3.84 (m = s, I = 3H) ; 3.45 (m = s, I = 3H) ; 2.17 (m = s, I = 3H), vol.5

. Lc-ms-m/z-calc,

, Chemical formula : C15H16O Moleculr weight : 212.29 g/mol Synthesis protocol : To a solution of 1,4 Dimethylphenol (500 mg, 4.09 mmol, 1.5 eq) with benzylbromide (0.325 ml, 2.73 mmol, 1eq) in acetone (20 ml), 2 equivalent of potassium carbonate were added (755 mg, 5.46 mmol), vol.2, p.5

, The resulting mixture was cooling at room temperature then filtrated and evaporated. The product was purified using chromatographic column (hexane:ethyle acetate, vol.9

H. Nmr, = dd, J0 = 7 Hz, J1 = 1.5 Hz, I = 2H), vol.1

J. , I. =-1h-;-m-=-m, J. , and I. , 12 (m = s, I = 2H) ; 2.38 (m = s, I = 3H), vol.5

. Lc-ms, Chemical formula : C15H15NO3 Molecular weight : 257.28 g/mol Synthesis protocol : A -To a solution of (5) (200 mg, 0.94 vacuum. The product was purified using chromatographic column (hexane:dichloromethane, vol.33, pp.5-9

, B-To a solution of 2,5-dimethylnitrophenol (1 g, 5.98 mmol) with benzylbromide (0.71 mL, vol.5, p.98

, The reaction was refluxed (70°C) during 3h. After it was cooled to room temperature, the mixture was filtrated and evaporated. Ethyl acetate was then added and the product has been recovered by chromatographic column (hexane:dicloromethane, acetone (40 mL) was added potassium carbonate (1.10 g, 7.98 mmol), vol.9

. Mp, , pp.77-80

H. Nmr, m = m, I = 5H) ; 6.74 (m = s, I = 1H) ; 5.15 (m = s, I = 2H) ; ; 2.61 (m = s, I = 3H), 400 MHz, CDCl3) : ? (ppm) 7.95 (m = s, I = 1H)

. Lc-ms, Chemical formula : C15H17NO Molecular weight : 227.30 g/mol Synthesis protocol : To a solution of (6) (50 mg, 0.19 mmol) in methanol (3 mL) were added a solution NH4Cl (64 mg, 1.2 mmol) in 1 mL of water and, vol.28, p.5

, The organic layer was then dried using MgSO4, filtrated and concentrated under high vacuum. The purple oil (17 mg, 39%) was obtained using a preparative TLC

H. Nmr, 5 Hz, I = 2H), = dd, J0 = 7.1 Hz, J1 = 1.5 Hz, I = 2H)

, 68 (m = s, I = 1H) ; 6.55 (m = s, I = 1H) ; 5.15 (m = s, I = 2H) ; 3.34 (m = br s, I = 2H) ; 2.22 (m = s, I = 3H)

. Lc-ms-m/z-calc,

, MW: 227.3 g/mol

N. Benzyl, Chemical formula : C14H21NO5 under nitrogen at room temperature. Once the reaction was completed, the solvent was removed by evaporation under reduced pressure and the resulting oil was dissolved in dichloromethane (10 mL)

H. Nmr, 400 MHz, CDCl3): ? (ppm

. Lc-ms-m/z-calc,

N. Benzyl, Chemical formula : C21H27NO7S Molecular weight : 437.51 g/mol Synthesis protocol : To a solution of (8) (250 mg, 0.88 mmol) in DCM (5 mL) were sequentially added triethylamine (0.16 mL, 1.14 mmol) and p-toluenesulfonyl chloride

, The organic layer was dried using MgSO4 and concentrated under high vacuum. The product was finally purified by chromatographic column (hexane:EtOAc 5/5) to give a transparent oil, vol.133

H. Nmr-;-m-=-d,-i-=-2h and J. , m = m, I = 7H) ; 5.21 (m = br s, I = 1H) ; 5.09 (m = s, I = 2H), 400 MHz, CDCl3) : ? (ppm

. Lc-ms-m/z-calc,

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