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DL-TYROSINE METHYL ESTER HCL

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DL-TYROSINE METHYL ESTER HCL Basic information

Product Name:
DL-TYROSINE METHYL ESTER HCL
Synonyms:
  • methyl DL-tyrosinate hydrochloride
  • (±)-Tyrosine methyl ester hydrochloride
  • 2-Amino-3-(4-hydroxyphenyl)propionic acid methyl ester hydrochloride
  • Methyl 2-amino-3-(4-hydroxyphenyl)
  • DL-TYROSINE METHYL ESTER HCL
  • H-DL-Tyr-OMe
  • DL-Tyr-Ome.HCl
  • DL-TYROSINE METHYL ESTER HCL USP/EP/BP
CAS:
68697-61-0
MF:
C10H14ClNO3
MW:
231.67606
EINECS:
272-084-9
Mol File:
68697-61-0.mol
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DL-TYROSINE METHYL ESTER HCL Chemical Properties

Melting point:
192-193°
storage temp. 
Inert atmosphere,2-8°C
Appearance
White to off-white Solid
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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DL-TYROSINE METHYL ESTER HCL Usage And Synthesis

Synthesis

67-56-1

556-02-5

3417-91-2

Under argon protection, D,L-tyrosine (10.0 g, 55.1 mmol) was dissolved in methanol (88 mL) and the reaction system was cooled to 0°C. Subsequently, thionyl chloride (3.97 mL, 60.6 mmol) was added slowly and dropwise. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure. The resulting crude product was purified by recrystallization from a solvent mixture of methanol (5 mL) and diethyl ether (80 mL) to afford the target product L-tyrosine methyl ester hydrochloride (10.8 g).

References

[1] Acta Chimica Academiae Scientiarum Hungaricae, 1981, vol. 107, # 1, p. 7 - 9
[2] European Journal of Medicinal Chemistry, 1986, vol. 21, # 4, p. 333 - 338
[3] Chemical Communications, 2008, # 30, p. 3528 - 3530
[4] Advanced Synthesis and Catalysis, 2012, vol. 354, # 17, p. 3327 - 3332
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 49, p. 12942 - 12945

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