DL-O-METHYLSERINE Chemical Properties

Boiling point:

260.6±30.0 °C(Predicted)

Density 

1.195±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

2.10±0.10(Predicted)

color 

White to Almost white

CAS DataBase Reference

19794-53-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2922500090

MSDS

• Language:English Provider:SigmaAldrich

DL-O-METHYLSERINE Usage And Synthesis

Uses

O-Methylserine acts as a reagent for the synthesis of D-serine transporter inhibitors which are used pharmaceutically for the treatment of visual system disorders and enhancement of the visual functions.

Definition

ChEBI: O-Methyl-DL-serine is an alpha-amino acid.

Synthesis

1) Add 215 g of methyl acrylate to the reaction flask. The temperature of the reaction system was raised to 55°C and 500 g of bromine was added slowly and dropwise. The reaction was maintained for 1 hour. Subsequently, concentration was carried out under reduced pressure at 60 °C to remove the excess bromine. To the residue was added 1260 g of methanol and the mixture was cooled to -17 °C. At this temperature, 127 g of sodium methanol was added and the reaction was carried out for 5.5 hours. Upon completion of the reaction, the methanol was removed by distillation under reduced pressure. 750 g of ammonia was added to the reaction mixture and the reaction was held at 20-25°C for 3 hours. Finally, 260 g of O-methyl-DL-serine was obtained by concentrated crystallization.

References

[1] Patent: CN105949074, 2016, A. Location in patent: Paragraph 0041

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