ChemicalBook CAS DataBase List methyl L-tryptophanate

methyl L-tryptophanate synthesis

7synthesis methods

Product Name:methyl L-tryptophanate
CAS Number:4299-70-1
Molecular formula:C12H14N2O2
Molecular Weight:218.25

73-22-3 Synthesis

73-22-3
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$5.00/250mg

4299-70-1
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$337.00/250mg

Yield: 80%

Reaction Conditions:

with thionyl chloride in methanol at 0; for 16 h;Reflux;

Steps:

Preparation of L-tryptophan methyl ester 2
At 0 °C, to a solution of 4 g (20 mmol) L-tryptophan in methanol (20 mL), 4.5 mL thionyl chloride was added dropwise. The mixture was stirred for 10 min and then was refluxed for 16 h. Solvent was evaporated under reduced pressure. The residue was made basic with 50 mL saturated solution of sodium bicarbonate, and the aqueous mixture extracted with ethyl acetate (3 × 50 mL). The organic phase was washed with water, then dried over anhydrous sodium sulfate, filtered, and concentrated. The product was obtained in 80% yield.

References:

Salehi, Peyman;Babanezhad-Harikandei, Kosar;Bararjanian, Morteza;Al-Harrasi, Ahmed;Esmaeili, Mohammad-Ali;Aliahmadi, Atousa [Medicinal Chemistry Research,2016,vol. 25,# 9,p. 1895 - 1907]

67-56-1 Synthesis