ChemicalBook CAS DataBase List L-VALINEETHYLESTER

L-VALINEETHYLESTER synthesis

11synthesis methods

Product Name:L-VALINEETHYLESTER
CAS Number:17431-03-7
Molecular formula:C7H15NO2
Molecular Weight:145.2

64-17-5 Synthesis

64-17-5
725 suppliers
$10.00/50g

72-18-4 Synthesis

72-18-4
836 suppliers
$5.00/25g

17431-03-7
10 suppliers
$451.00/500mg

Yield:17431-03-7 100%

Reaction Conditions:

with thionyl chloride at -10;Heating / reflux;

Steps:

Synthesis of N-(2-hydroxypropyl)-L-valine ethyl ester (67) To a suspension of L-valine (2 g) in ethanol (50 mL) cooled to -10° C., was slowly added thionyl chloride (2 equivalents). The reaction mixture was then refluxed for 4 hours, and then left to stir overnight. After removal of solvents under reduced pressure, ethanol was added and the resultant suspension was concentrated again. The desired final product (66) (quantitative yield) was further dried in a dessicator over NaOH. 66: MS: M+H⁺=146. Above ethyl ester (2 g) was then dissolved in water (10 mL) in a sealed Pyrex tube, and to this was added propylene oxide (2 g). The reaction mixture was stirred at 50° C. for 4 h, then cooled, concentrated under reduced pressure and lyophilized. The crude product was purified by reverse-phase column chromatography to afford N-(2-hydroxypropyl)-L-valine ethyl ester (67) (1.5 g). 67: MS: M+H⁺=204. The Ddisubstituted compound (68) was also isolated from the reaction mixture.

References:

US2006/199853,2006,A1 Location in patent:Page/Page column 46-47

17609-47-1 Synthesis