| Identification | More | [Name]
DL-O-METHYLSERINE | [CAS]
19794-53-7 | [Synonyms]
Methylserine
DL-H-Ser(Me)-OH
O-Methyl-DL-serin
DL-O-METHYLSERINE
O-METHYL-DL-SERINE
DL-O-Methylserine>
DL-O-Methylserine,>98%,
2-Amino-3-methoxy-propionic acid
DL-O-Methylserine | [Molecular Formula]
C4H9NO3 | [MDL Number]
MFCD00037773 | [Molecular Weight]
119.12 | [MOL File]
19794-53-7.mol |
| Hazard Information | Back Directory | [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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