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ChemicalBook CAS DataBase List L-Alaninol
2749-11-3

L-Alaninol synthesis

8synthesis methods
Simply produce L-alaninol in high yield and good reproducibility by directly reducing an inorganic acid salt of an L-alanine ester with NaBH4. 3.0 mol of NaBH 4 was added and dissolved in 560 ml of cold water, and L-alanine ethyl ester hydrochloride 1. A solution of 0 mol dissolved in 560 ml of ethanol was added. The mixture was added dropwise at 20 ° C. over 5 hours and further aged at 20 to 28 ° C. to complete the reaction. After the reaction, excess NaBH 4 was decomposed with acetone, 1000 ml of ethyl acetate was introduced, and the precipitated inorganic substance was separated by filtration. The lower aqueous layer portion of the filtrate was extracted with 600 ml of ethyl acetate; the ethyl acetate layer was distilled under reduced pressure to remove the solvent and then vacuum distilled to yield L-alaninol.
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Yield:-

Reaction Conditions:

with sodium borohydrid in water;

Steps:

4.1 (4-1)

(4-1) Synthesis of (S)-(1-hydroxymethyl)ethyl phthalimide L-alanine methyl ester hydrochloride (15.7 g) was dissolved in 100 ml of water, and under ice cooling, 10 g of sodium borohydride was gradually added. They were reacted at room temperature for 18 hours. The excess of the reagent was decomposed with acetic acid, and the residue was adsorbed on a column of 500 ml of Amberlite CG-50 (H form) at a pH of 6.0. When elude fractions which showed color reaction with ninhydrin were dried, 8.5 g of (S)-2-amino-1-propanol was obtained.

References:

US4528397,1985,A

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