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3-Hydroxy-alpha-methyltyrosine
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  • Name 3-Hydroxy-alpha-methyltyrosine
  • EINECSN/A
  • CAS No. 55-40-3
  • Density1.403g/cm3
  • PSA103.78000
  • LogP1.14260
  • SolubilityN/A
  • Melting Point300-301 °C (decomp)
  • FormulaC10H13 N O4
  • Boiling Point441.6°Cat760mmHg
  • Molecular Weight211.218
  • Flash Point220.9°C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety
  • Risk CodesR36
  • Molecular Structure
    Molecular Structure of 55-40-3 (2-METHYL-3-(3,4-DIHYDROXYPHENYL)-DL-ALANINE)
  • Hazard SymbolsXi
  • SynonymsXi
  • Article Data20

3-Hydroxy-alpha-methyltyrosine Synthetic route

5934-66-7

DL-N-Acetyl-α-methyl-β-<3,4-dimethoxy-phenyl>-alanin

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
(hydrolysis);
84713-76-8

2-Amino-3-(3,4-bis-benzyloxy-phenyl)-2-methyl-propionic acid ethyl ester; hydrochloride

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal 1.) ethanol; Yield given. Multistep reaction;
(+-)-2-amino-3-<3.4-dimethoxy-phenyl>-2-methyl-propionic acid

(+-)-2-amino-3-<3.4-dimethoxy-phenyl>-2-methyl-propionic acid

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
With hydrogen bromide
(+-)-2-amino-3-<3-hydroxy-4-methoxy-phenyl>-2-methyl-propionic acid

(+-)-2-amino-3-<3-hydroxy-4-methoxy-phenyl>-2-methyl-propionic acid

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
With hydrogenchloride
23234-41-5

L-Dopa ethyl ester hydrochloride

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2.) K2CO3 / 2.) Acetone
2: 1.) solid KOH 2.) 1N HCl / 1.) tetrabutylammonium iodide / 1.) acetonitrile, 0 to 15 deg C 2.) ether, 0 deg C.
3: 1.) hydrogen 2.) 6N HCl / 1.) 10 percent Pd/C / 1.) ethanol
View Scheme
84713-73-5

3-(3,4-Bis-benzyloxy-phenyl)-2-{[1-(2,4,6-trimethyl-phenyl)-meth-(Z)-ylidene]-amino}-propionic acid ethyl ester

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) solid KOH 2.) 1N HCl / 1.) tetrabutylammonium iodide / 1.) acetonitrile, 0 to 15 deg C 2.) ether, 0 deg C.
2: 1.) hydrogen 2.) 6N HCl / 1.) 10 percent Pd/C / 1.) ethanol
View Scheme
2543-46-6

(±)-3-(3,4-dimethoxyphenyl)-2-amino-2-methylpropanenitrile

55-40-3

alpha-methyldopa

Conditions
ConditionsYield
With water; hydrogen bromide
16744-98-2

1-Fluoro-2-isocyanato-benzene

55-40-3

alpha-methyldopa

3-(3,4-dihydroxyphenyl)-2-(3-(2-fluorophenyl)ureido)-2-methylpropanoic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 40 - 50℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent;90%
55-40-3

alpha-methyldopa

2493-02-9

4-bromophenyl isocyanate

(3-(4-bromophenyl)ureido)-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 40 - 50℃; for 3h;90%
55-40-3

alpha-methyldopa

2285-12-3

o-trifluoromethyl-phenylisocyanate

3-(3,4-dihydroxyphenyl)-2-methyl-2-(3-(2-(trifluoromethyl)phenyl)ureido)propanoic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 40 - 50℃; for 3h;90%

3-Hydroxy-alpha-methyltyrosine Chemical Properties

IUPAC  Name: 2-Amino-3-(3,4-dihydroxyphenyl)butanoic acid      
Empirical Formula: C10H13NO4
Molecular Weight: 211.2145 
Freely Rotating Bonds: 6
Polar Surface Area: 48 Å2
Index of Refraction: 1.629
Molar Refractivity: 53.89 cm3
Molar Volume: 151.5 cm3
Polarizability: 21.36× 10-24 cm3
Surface Tension: 71.2 dyne/cm
Density: 1.393 g/cm3
Flash Point: 216.2 °C
Enthalpy of Vaporization: 72.72 kJ/mol
Boiling Point: 433.9 °C at 760 mmHg
Vapour Pressure: 2.69E-08 mmHg at 25°C 
The Cas Register Number of  3-Hydroxy-alpha-methyltyrosine is 55-40-3.The chemical synonyms of  3-Hydroxy-alpha-methyltyrosine (CAS NO.55-40-3) are 2-Amino-3-(3,4-dihydroxyphenyl)butanoic acid .The molecular structure of  3-Hydroxy-alpha-methyltyrosine (CAS NO.55-40-3) is
.

3-Hydroxy-alpha-methyltyrosine Uses

  3-Hydroxy-alpha-methyltyrosine (CAS NO.55-40-3) is used in organic synthesis.

3-Hydroxy-alpha-methyltyrosine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36 
R36: Irritating to eyes.
Safety Statements: 26-36/37 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37: Wear suitable protective clothing and gloves.
WGK Germany: 3

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