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ChemicalBook CAS DataBase List N-Acetyl-L-serine

N-Acetyl-L-serine synthesis

8synthesis methods
-

Yield:-

Reaction Conditions:

with triethylamine;dicyclohexyl-carbodiimide in dichloromethane at 0 - 20; for 5 h;

Steps:

16-2 Example 16-2; Methyl N-acethyl-L-serinate
To a solution of methyl ( 2S)- 2 -amino- 3-hydroxypropanoate hydrochloride obtained in Example 16-1, acetic acid and triethyl amine in methylene chloride with cooling on the ice bath, was added N,N'-dicyclohexylcarbodiimede. The reaction mixture was warmed to room temperature and stirred for 5hrs .After removal of the solvent, the residue was washed with tetrahydrofuran and the filtration was evaporated in vacuo. The residue was purified with silica gel chromatography (methanol/ethyl acetate = 1/12 to 1/9) to give the target compound as a colorless oil (24.5g).'-H-NMR (in CDC13) : 8 2.08(3H, s), 2.45 - 2.54(1H, m).3.81(3H, s), 3 . 89-4.04(2H, m), 4 . 63 - 4.73(1H, m),6 . 38-6 . 53(1H, m) .MS (ES+) m/z : 162.16 (M+l).

References:

FUJISAWA PHARMACEUTICAL CO., LTD. WO2004/111041, 2004, A1 Location in patent:Page 49-50

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