Hydrochloric Acid → N-myristoyl-D-serine sodium salt

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Reaction Steps

D-serine 2.0 g (0.02 mole) and triethylamine 2.8 ml (0.02 mol) were dissolved in 60 ml of water. Myristate of 4-hydroxyphenyldimethylsufomethyl sulfate (trade name: SANCELER My-DSP, manufactured by Sanshin Kagaku Kogyo Co. Ltd.) 9.52 g (0.02 mol) was added to the solution, and the mixture was stirred for 12 hours at room temperature. The solution reacted was adjusted to pH 2 or 3 with 1N-HCl and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate, and freed of solvent in vacuo. The residue obtained was dissolved in ethyl acetate - methanol (3:1), and the solution was adjusted to pH 11 with a 10% solution of sodium hydroxide. After observation of precipitates, the solution was concentrated under reduced pressure. The product crystallized was washed with ethyl acetate and then hexane to obtain 3.1 g of N-myristoyl-D-serine sodium salt.

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