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ChemicalBook CAS DataBase List H-D-PHG-OME HCL
19883-41-1

H-D-PHG-OME HCL synthesis

10synthesis methods
Methanol

67-56-1

D-2-Phenylglycine

875-74-1

H-D-PHG-OME HCL

19883-41-1

Methylation reaction of L-phenylglycine. L-phenylglycine (1 g, 6.05 mmol, 1.0 eq.) was suspended in methanol (25 mL) and cooled to 0°C. Thionyl chloride (475 μL, 6.66 mmol, 1.5 eq.) was slowly added. after 10 min, the reaction mixture was heated to 75 °C and refluxed for 2 h. The reaction was completed by TLC. After completion of the reaction (monitored by TLC), the solvent was removed under vacuum to give a white solid, L-phenylglycine methyl ester hydrochloride (1.23 g, quantitative yield).

-

Yield:19883-41-1 98.9%

Reaction Conditions:

with dichlorosulfoxide at 0 - 75; for 2 h;

Steps:

First step

General procedure: The methyl-esterification reaction of L-phenylalanine.To a suspension of L-phenylalanine (1 g, 6.05 mmol, 1.0 equiv) inmethanol (25 mL) cooled to 0 C was added thionyl chloride(475 mL, 6.66 mmol, 1.5 equiv) slowly. After 10 min, the reactionmixture was heated to 75 C to reflux for 2 h. After completion(monitored by TLC), the solvent was removed in vacuo, and at thistime, a white solid was formed methyl L-phenylalaninate hydrochloride(1.23 g, quantitative yield).

References:

Liu, Sha;Jing, Li;Yu, Zhu-Jun;Wu, Chengyong;Zheng, Yongxiang;Zhang, En;Chen, Qiang;Yu, Yamei;Guo, Li;Wu, Yong;Li, Guo-Bo [European Journal of Medicinal Chemistry,2018,vol. 145,p. 649 - 660]

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