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ChemicalBook CAS DataBase List BOC-L-Methionine
2488-15-5

BOC-L-Methionine synthesis

10synthesis methods
-

Yield:2488-15-5 95%

Reaction Conditions:

with triethylamine;sodium hydroxide in water;acetonitrile at 0 - 25; for 12 h;

Steps:

1
Example 1[0040][0041] 7.2 g Methionine was dissolved in a mixture of 50 mL water and 50 mL acetonitrile. To this solution was added2 g NaOH (0.05 mol). The obtained mixture was cooled down to 0°C and then 10.9 g di-t-butyl dicarbonate (0.05 mol)was added. After addition, the mixture was warmed to room temperature (24-25°C) and reacted for 12 h. Acetonitrilewas removed by distillation. Potassium carbonate was added to the residue and the pH thereof was adjusted to 12. Afterextracted with 50 mL dichloromethane twice, the organic layers were discarded. To the aqueous layer was added 1 Ndilute hydrochloric acid to adjust the pH to 6. After extracted with 50 mL dichloromethane twice, the organic layers werecollected together and washed with 50 mL saturate solution of sodium chloride and then dried over anhydrous sodiumsulfate, followed by concentration to obtain a viscous product (11.4 g). The yield was 95%.1H NMR (500 MHz, CDCl3) δ 11.62 (br, 1 H), 6.91 (br, 1 H), 4.40 (m. 1H), 2.52 (t, J = 4.8 Hz, 2 H), 2.05 (s, 3H), 1.92~2.15(m. 2 H), 1.42 (s, 9 H). Ms (M++1): 250.

References:

Zhejiang Hisoar Pharmaceutical Co., Ltd;PAN, Xianhua;LI, Weijin;ZHANG, Qunhui;RUAN, Libo;YU, Wansheng;DENG, Fei;MA, Tianhua;HUANG, Mingwang;HE, Minhuan EP2647624, 2013, A1 Location in patent:Paragraph 0040; 0041

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