L-Cysteine methyl ester hydrochloride synthesis
- Product Name:L-Cysteine methyl ester hydrochloride
- CAS Number:18598-63-5
- Molecular formula:C4H10ClNO2S
- Molecular Weight:171.65
67-56-1
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52-89-1
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18598-63-5
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Yield:18598-63-5 85.9%
Reaction Conditions:
Stage #1:methanol with thionyl chloride at 20; for 1 h;Cooling with ice;Inert atmosphere;
Stage #2:l-cysteine hydrochloride in water at 20; for 4 h;Reflux;
Steps:
2 Preparation of l-cysteine methyl ester hydrochloride (L2)
Under ice-bath condition, 3 ml SOCl2 was added dropwise to 35 ml methanol in the presence of nitrogen atmosphere. Afterward, the solution was stirred at room temperature for 1 h, then 1 g Cys·HCl·H2O was added in batches to the solution. And the mixture solution reacted at room temperature for 3 h, and then refluxed for 1 h. Removing the volatile component and solvent, the residue was recrystallized with CH3OH-CH2Cl2, and 0.84 g white solid was obtained with 85.9% yield. IR (KBr, cm-1): 3040.4 (s, NH2), 1709.7 (s, C=O), 2580 (w, SH).
1H NMR (D2O, TMS, ppm); δ 4.453 (t, 1H, CH, J = 5.2 Hz), 3.871 (s, 3H, CH3), 3.164 (t, 2H, CH2, J = 6.4 Hz). Elemental Anal. Calcd for C4H10NO2SCl: C, 27.99; H, 5.87; N, 8.16%. Found: C, 28.11; H, 6.01; N, 8.08%.
References:
Wang, Pengpeng;Liu, Huapeng;Zhao, Quanyi;Chen, Yonglin;Liu, Bin;Zhang, Baoping;Zheng, Qian [European Journal of Medicinal Chemistry,2014,vol. 74,p. 199 - 215]
52-90-4
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18598-63-5
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$5.00/1g