Product Name

  • Name

    3,5-Dichloro-L-tyrosine

  • EINECS
  • CAS No. 15106-62-4
  • Article Data8
  • CAS DataBase
  • Density 1.565 g/cm3
  • Solubility
  • Melting Point
  • Formula C9H9Cl2NO3
  • Boiling Point 392.507 °C at 760 mmHg
  • Molecular Weight 250.081
  • Flash Point 191.182 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 15106-62-4 (3,5-Dichloro-L-tyrosine)
  • Hazard Symbols
  • Synonyms Dichlorotyrosine;NSC 210501;Tyrosine,3,5-dichloro-, L- (8CI);3,5-Dichloro-L-tyrosine;3,5-Dichlorotyrosine;
  • PSA 83.55000
  • LogP 2.35370

Synthetic route

3,5-dichloro-L-tyrosine methyl ester
127526-66-3

3,5-dichloro-L-tyrosine methyl ester

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; methanol; water at 20℃; for 24h;100%
With potassium carbonate In tetrahydrofuran; methanol; water at 20℃; for 24h;100%
(S)-4-(3,5-Dichloro-4-hydroxy-benzyl)-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

(S)-4-(3,5-Dichloro-4-hydroxy-benzyl)-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;74%
(S)-2-Benzyloxycarbonylamino-3-(3,5-dichloro-4-hydroxy-phenyl)-propionic acid

(S)-2-Benzyloxycarbonylamino-3-(3,5-dichloro-4-hydroxy-phenyl)-propionic acid

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;45%
L-tyrosine
60-18-4

L-tyrosine

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
With chlorine; acetic acid
With sulfuryl dichloride In acetic acid for 5h; Ambient temperature;
With chlorine In methanol Sealed tube;
Multi-step reaction with 3 steps
1: thionyl chloride / 24 h / 70 °C
2: N-chloro-succinimide / methanol / 24 h / 20 °C
3: potassium carbonate / methanol; tetrahydrofuran; water / 24 h / 20 °C
View Scheme
chlorine
7782-50-5

chlorine

L-tyrosine
60-18-4

L-tyrosine

acetic acid
64-19-7

acetic acid

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

...Expand
5-<3.5-dichloro-4-oxy-benzyl>-hydantoin

5-<3.5-dichloro-4-oxy-benzyl>-hydantoin

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
With barium dihydroxide
(S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one
205866-50-8

(S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuryl chlorid
2: 74 percent / BCl3 / CH2Cl2 / 0.33 h / 25 °C
View Scheme
methyl (S)-3-(3,5-dichloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate

methyl (S)-3-(3,5-dichloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C
2: potassium carbonate / methanol; water; tetrahydrofuran / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C
2: potassium carbonate / methanol; tetrahydrofuran; water / 24 h / 20 °C
View Scheme
L-tyrosine methyl ester HCl
3417-91-2

L-tyrosine methyl ester HCl

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-chloro-succinimide / methanol / 24 h / 20 °C
2: potassium carbonate / methanol; tetrahydrofuran; water / 24 h / 20 °C
View Scheme
(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
3387-87-9

2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide
diazomethane
186581-53-3, 908094-01-9

diazomethane

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

(S)-2-Benzyloxycarbonylamino-3-(3,5-dichloro-4-methoxy-phenyl)-propionic acid methyl ester
67591-18-8

(S)-2-Benzyloxycarbonylamino-3-(3,5-dichloro-4-methoxy-phenyl)-propionic acid methyl ester

Conditions
ConditionsYield
(i) aq. NaHCO3, (ii) /BRN= 102415/, Et2O; Multistep reaction;
...Expand
methanol
67-56-1

methanol

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

(-)-β(3,5-Dichloro-4-hydroxyphenyl)-lactic Acid Methylester
67591-24-6, 67591-28-0

(-)-β(3,5-Dichloro-4-hydroxyphenyl)-lactic Acid Methylester

Conditions
ConditionsYield
(i) NaNO2, AcOH, (ii) /BRN= 1098229/, HCl; Multistep reaction;
(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

(S)-α-Bromo-β(3,5-dichloro-4-hydroxyphenyl)-propionic Acid
67591-17-7, 90484-29-0

(S)-α-Bromo-β(3,5-dichloro-4-hydroxyphenyl)-propionic Acid

Conditions
ConditionsYield
With sulfuric acid; potassium bromide; sodium nitrite
(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid
15106-62-4

(S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid

water
7732-18-5

water

zinc dust

zinc dust

L-tyrosine
60-18-4

L-tyrosine

...Expand

3,5-Dichloro-L-tyrosine Specification

The L-Tyrosine,3,5-dichloro- is an organic compound with the formula C9H9Cl2NO3. The IUPAC name of this chemical is 2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid. With the CAS registry number 15106-62-4, it is also named as 3,5-Dichloro-L-tyrosine.

Physical properties about L-Tyrosine,3,5-dichloro- are: (1)ACD/LogP: 1.50; (2)#H bond acceptors: 4; (3)#H bond donors: 4; (4)#Freely Rotating Bonds: 5; (5)Polar Surface Area: 38.77 Å2; (6)Index of Refraction: 1.634; (7)Molar Refractivity: 57.16 cm3; (8)Molar Volume: 159.7 cm3; (9)Polarizability: 22.6×10-24cm3; (10)Surface Tension: 67.8 dyne/cm; (11)Density: 1.565 g/cm3; (12)Flash Point: 191.2 °C; (13)Enthalpy of Vaporization: 67.74 kJ/mol; (14)Boiling Point: 392.5 °C at 760 mmHg; (15)Vapour Pressure: 7.27E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1O)C[C@@H](C(=O)O)N
(2)InChI: InChI=1/C9H9Cl2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1
(3)InChIKey: MPHURJQUHZHALJ-ZETCQYMHBY
(4)Std. InChI: InChI=1S/C9H9Cl2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1
(5)Std. InChIKey: MPHURJQUHZHALJ-ZETCQYMHSA-N

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