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19794-53-7

19794-53-7 Structure

19794-53-7 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xi
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2922500090
Hazard InformationBack 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]

METHYL 2-BROMO-3-METHOXYPROPIONATE

27704-96-7

DL-O-METHYLSERINE

19794-53-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

DL-O-METHYLSERINE(19794-53-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

19794-53-7(sigmaaldrich)
[TCI AMERICA]

DL-O-Methylserine,>98.0%(T)(19794-53-7)
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