3-(3-Hydroxyphenyl)-DL-alanine supplier

Name
3-(3-Hydroxyphenyl)-DL-alanine
EINECS 212-270-9
CAS No. 775-06-4
Article Data42
CAS DataBase
Density 1.333 g/cm³
Solubility
Melting Point 280-285 °C (dec.)(lit.)
Formula C₉H₁₁NO₃
Boiling Point 387.2 °C at 760 mmHg
Molecular Weight 181.191
Flash Point 188 °C
Transport Information
Appearance white crystals powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms DL-Metatyrosine;DL-m-Hydroxyphenylalanine;DL-m-Tyrosine;DL-a-m-Tyrosine;Metatyrosine;NSC 89304;m-DL-Tyrosine;m-Hydroxyphenylalanine;m-Tyrosine;DL-Phenylalanine,3-hydroxy-;m-Tyrosine, DL- (8CI);2-Amino-3-(3-hydroxyphenyl)propanoic acid;DL-3-(m-Hydroxyphenyl)alanine;DL-3-Hydroxyphenylalanine;
PSA 83.55000
LogP 1.04690

Synthetic route

: 4607-41-4
3-hydroxy-α-oxo-benzenepropanoic acid

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With iron sulfide; ammonium carbonate In water at 100℃; for 336h;	45%

: 41888-66-8
4-(3-acetoxy-benzylidene)-2-methyl-4H-oxazol-5-one

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide; acetic acid
With sodium amalgam

: 28101-74-8
3-aminophenylalanine

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With potassium nitrite Diazotization;

: 50713-75-2
N-benzoyl-3-hydroxy-phenylalanine

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With hydrogenchloride

: 7670-63-5
3,6-bis-(3-acetoxy-benzylidene)-piperazine-2,5-dione

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide

: 150-30-1
Phenylalanine

A: 775-06-4
D/L-3-hydroxy-phenylalanine

B: 709-16-0, 2370-61-8, 7423-92-9, 24008-77-3
2-hydroxy-phenylalanine

C: 556-02-5, 556-03-6, 34537-57-0, 55520-40-6, 96946-98-4, 60-18-4
›Tyr

Conditions

Conditions	Yield
With 6,7-dimethyl-5,6,7,8-tetrahydropteridine; oxygen at 37℃; Kinetics; in citrate buffer(pH 6.0), also with MPH4 and in the pH range of 3 to 8,effect of various substances;
With hypoxanthine; xanthine at 37℃; for 0.5h; Mechanism; in citrate buffer(pH 5.5), also in the pH range of 4.5 to 6.5, effect ofsuperoxide dismutase, catalase and various substances;

...Expand

: 150-30-1
Phenylalanine

A: 775-06-4
D/L-3-hydroxy-phenylalanine

B: 709-16-0, 2370-61-8, 7423-92-9, 24008-77-3
2-hydroxy-phenylalanine

C: 556-02-5, 556-03-6, 34537-57-0, 55520-40-6, 96946-98-4, 60-18-4
›Tyr

D: 56-40-6
glycine

E: 617-45-8
aspartic Acid

Conditions

Conditions	Yield
In water for 0.333333h; Product distribution; hydroxylation of the aromatic ring was investigated by the action hydroxyl radicals generated by decomposition of water molecules by the high energy plasma, and other systems.;

...Expand

: 7670-63-5
3,6-bis-(3-acetoxy-benzylidene)-piperazine-2,5-dione

hydrogen iodide: hydrogen iodide

red phosphorus: red phosphorus

: 775-06-4
D/L-3-hydroxy-phenylalanine

...Expand

: 150-30-1
Phenylalanine

A: 775-06-4
D/L-3-hydroxy-phenylalanine

B: 709-16-0, 2370-61-8, 7423-92-9, 24008-77-3
2-hydroxy-phenylalanine

C

D

Conditions

Conditions	Yield
γ-Strahlen.Irradiation;

...Expand

(+-)-5-<3-hydroxy-benzyl>-imidazolidine-2,4-dione: (+-)-5-<3-hydroxy-benzyl>-imidazolidine-2,4-dione

D/L-3-hydroxy-phenylalanine: D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With barium dihydroxide

2.5-bis-<3-acetoxy-benzyl>-piperazinedione-(3.6): 2.5-bis-<3-acetoxy-benzyl>-piperazinedione-(3.6)

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With barium dihydroxide

: 150034-36-9
α-benzoylamino-3-hydroxy-cinnamic acid

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; sodium amalgam 2: hydrochloric acid View Scheme

: 100-83-4
meta-hydroxybenzaldehyde

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium acetate 2: aqueous HI; red phosphorus; acetic acid View Scheme
Multi-step reaction with 2 steps 1: acetic acid anhydride; sodium acetate / 135 - 140 °C 2: hydriodic acid; red phosphorus View Scheme

: 7670-64-6
3,6-bis-(3-nitro-benzylidene)-piperazine-2,5-dione

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydriodic acid; red phosphorus 2: potassium nitrite / Diazotization View Scheme

: 150-30-1
Phenylalanine

A: 775-06-4
D/L-3-hydroxy-phenylalanine

B: 709-16-0, 2370-61-8, 7423-92-9, 24008-77-3
2-hydroxy-phenylalanine

Conditions

Conditions	Yield
With dihydrogen peroxide; copper(II) sulfate; aminoguanidine In phosphate buffer at 37℃; for 4h; pH=7.4; Reactivity;
With dihydrogen peroxide; copper(II) sulfate; pyridoxamine In phosphate buffer at 37℃; for 4h; pH=7.4; Reactivity;
With dihydrogen peroxide; copper(II) sulfate; olmesartan In phosphate buffer at 37℃; for 4h; pH=7.4; Reactivity;
With dihydrogen peroxide; copper(II) sulfate; 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydro-furo[3,4-c]pyridin-7-ol In phosphate buffer at 37℃; for 4h; pH=7.4; Reactivity;

: 14755-02-3
3-hydroxy-trans-cinnamic acid

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonium hydroxide / 2 h / 30 °C / pH 9.5 / Enzymatic reaction 2: Pseudomonas putida phenylalanine racemase / Enzymatic reaction View Scheme

: 587-33-7, 775-06-4, 2180-37-2, 32140-49-1
m-tyrosine

: 775-06-4
D/L-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With Pseudomonas putida phenylalanine racemase Enzymatic reaction;

: 6720-12-3
rac-N-methyl-meta-tyrosine

A: 775-06-4
D/L-3-hydroxy-phenylalanine

B: 8-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

Conditions

Conditions	Yield
With recombinant FsqB flavoprotein from Aspergillus fumigatus containing covalently bound FAD cofactor; oxygen In aq. phosphate buffer Kinetics; Enzymatic reaction;	A 24 %Chromat. B 28 %Chromat.

: 6720-12-3
rac-N-methyl-meta-tyrosine

A: 775-06-4
D/L-3-hydroxy-phenylalanine

B: 8-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

C: 76824-99-2
6-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

Conditions

Conditions	Yield
With recombinant FsqB flavoprotein from Aspergillus fumigatus, D444A mutant, containing covalently bound FAD cofactor; oxygen In aq. phosphate buffer Enzymatic reaction;	A 16 %Chromat. B 23 %Chromat. C 12 %Chromat.

...Expand

: 64-17-5
ethanol

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 35532-01-5
ethyl 2-amino-3-(3-hydroxyphenyl)propanoate hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at -5℃; Reflux;	99%
With thionyl chloride at 5 - 20℃; for 18h; Heating / reflux;	95%

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 2937-50-0
Allyl chloroformate

: 2-allyloxycarbonylamino-3-(3-allyloxycarbonyloxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With sodium hydroxide Acylation;	98%

: 24424-99-5
di-tert-butyl dicarbonate

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 174732-96-8
Nα-Boc-D,L-m-tyrosine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at -2 - 0℃;	97%
With triethylamine In 1,4-dioxane; water at 0℃;	97%
With triethylamine In 1,4-dioxane; water at 20℃; for 4h;	93.4%
With triethylamine In 1,4-dioxane; water for 16h;	90%

: 67-56-1
methanol

: 775-06-4
D/L-3-hydroxy-phenylalanine

: methyl 3-hydroxyphenylalaninate hydrogen chloride

Conditions

Conditions	Yield
With thionyl chloride at 0 - 75℃; for 21h;	96%
With hydrogenchloride at 20℃; for 2h;

: 775-06-4
D/L-3-hydroxy-phenylalanine

: C20H24N2O2*ClH

: nickel dichloride

: C29H31N3NiO4

Conditions

Conditions	Yield
With sodium carbonate In methanol at 65℃; diastereoselective reaction;	93%

...Expand

: 50-00-0
formaldehyd

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 76824-99-2
6-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

Conditions

Conditions	Yield
With water at 20℃; Picted-Spengler reaction;	89%
With hydrogenchloride In water at 100℃;	48%

: 775-06-4
D/L-3-hydroxy-phenylalanine

A: 587-33-7, 775-06-4, 2180-37-2, 32140-49-1
m-tyrosine

B: 32140-49-1
m-hydroxy-D-phenylalanine

Conditions

Conditions	Yield
With α-chymotrypsin	A 89% B 85%
With α-chymotrypsin 1.) enzymatic hydrolysis by α-chymotrypsin; Yield given. Multistep reaction;
With (S)-2-hydroxy-2'-(3-(N-phenylcarbamoylamino)benzyl)-1,1'-binaphthyl-3-carboxaldehyde In dimethyl sulfoxide Resolution of racemate; stereoselective reaction;	A n/a B n/a
With (R)-2-hydroxy-2'-(3-phenylurylbenzyl)-1,1'-binaphthyl-3-carboxaldehyde In dimethyl sulfoxide Resolution of racemate; stereoselective reaction;	A n/a B n/a

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 123254-09-1
2-amino-3-(2-bromo-5-hydroxyphenyl)propanoic acid

Conditions

Conditions	Yield
With bromine In acetic acid at 20℃;	70%
With bromine; acetic acid
With bromine In acetic acid
With bromine; acetic acid In water at 20℃; for 2h; Inert atmosphere;
With bromine; acetic acid for 16h;

: 50-00-0
formaldehyd

: 775-06-4
D/L-3-hydroxy-phenylalanine

A: 8-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

B: 76824-99-2
6-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 0.75h; Heating;	A n/a B 70%

...Expand

: 775-06-4
D/L-3-hydroxy-phenylalanine

: (3-hydroxyphenyl)(5-(3-hydroxyphenyl)thiazol-2-yl)methanone

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate; water; iodine; acetic acid In dimethyl sulfoxide at 100℃; for 8h;	70%

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 100-51-6
benzyl alcohol

: 127153-04-2
(+/-)-3-hydroxyphenylalanine phenylmethyl ester

Conditions

Conditions	Yield
Stage #1: benzyl alcohol With thionyl chloride at -5℃; Stage #2: D/L-3-hydroxy-phenylalanine at -5 - 120℃; Stage #3: With sodium hydrogencarbonate In ethyl acetate	59%
With toluene-4-sulfonic acid In toluene for 4h; Heating;	8.72 g

: 3392-12-9
Boc-Val-ONSu

: 775-06-4
D/L-3-hydroxy-phenylalanine

: N-(t-butoxycarbonyl)-L-valyl-3-hydroxy-D/L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In 1,2-dimethoxyethane; water at 20℃; Condensation;	45.5%

: 540-88-5
acetic acid tert-butyl ester

: 775-06-4
D/L-3-hydroxy-phenylalanine

: tert-butyl 2-amino-3-(3-hydroxyphenyl)propanoate

Conditions

Conditions	Yield
With perchloric acid at 0 - 25℃; for 10h;	33.21%

: 64-18-6
formic acid

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 72683-77-3, 72683-78-4
N-formyl-3-hydroxy-DL-phenylalanine

Conditions

Conditions	Yield
With acetic anhydride

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 63-84-3
dopa

Conditions

Conditions	Yield
Irradiation.UV-Licht;

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 91054-28-3
5-hydroxy-2,4-diiodo-phenylalanine

Conditions

Conditions	Yield
With ammonium hydroxide; water; iodine; potassium iodide

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 79-04-9
chloroacetyl chloride

: N-chloroacetyl-3-hydroxy-phenylalanine

Conditions

Conditions	Yield
With sodium hydroxide; diethyl ether

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 588-05-6
m-tyramine

Conditions

Conditions	Yield
With NH4OH-NH4Cl buffer; pyridoxal 5'-phosphate at 30℃; for 0.5h; relative rate of CO2 evolution by aromatic L-amino acid decarboxylase from Micrococcus percitreus;

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 98-88-4
benzoyl chloride

: 107-19-7
propargyl alcohol

: Benzoic acid 3-(2-benzoylamino-2-prop-2-ynyloxycarbonyl-ethyl)-phenyl ester

Conditions

Conditions	Yield
With 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; hydroxide; dicyclohexyl-carbodiimide Multistep reaction;

...Expand

: 775-06-4
D/L-3-hydroxy-phenylalanine

: 98-88-4
benzoyl chloride

: 2028-63-9
but-3-yn-2-ol

: Benzoic acid 3-[2-benzoylamino-2-(1-methyl-prop-2-ynyloxycarbonyl)-ethyl]-phenyl ester

Conditions

Conditions	Yield
With 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; hydroxide; dicyclohexyl-carbodiimide Multistep reaction;

...Expand

: 775-06-4
D/L-3-hydroxy-phenylalanine

A: 103753-98-6
3-hydroxy-2,4-dinitro-phenylalanine

B: 103752-68-7
5-hydroxy-2,4-dinitro-phenylalanine

C: 3-hydroxy-2,6-dinitro-phenylalanine

Conditions

Conditions	Yield
With nitronium tetrafluoborate In acetonitrile 1.) 0 deg C, 2 h, 2.) RT, 5.5 h;
With nitronium tetrafluoborate In acetonitrile 1.) 0 deg C, 2h, 2.) RT, 5.5 h;

...Expand

3-(3-Hydroxyphenyl)-DL-alanine Chemical Properties

Structure of DL-m-Tyrosine (CAS NO.775-06-4):

IUPAC Name: 2-Amino-3-(3-hydroxyphenyl)propanoic acid
Empirical Formula: C₉H₁₁NO₃
Molecular Weight: 181.1885 g/mol
Index of Refraction: 1.614
Density: 1.333 g/cm³
Flash Point: 188 °C
Melting point: 280-285 °C (dec.)(lit.)
Appearance: White crystals powder
Boiling Point: 387.2 °C at 760 mmHg
Vapour Pressure: 1.09E-06 mmHg at 25 °C
Product Category: Tyrosine [Tyr, Y];Unusual Amino Acids;Amino Acids & Derivatives

3-(3-Hydroxyphenyl)-DL-alanine Uses

DL-m-Tyrosine (CAS NO.775-06-4) has been used for the precursor in the formation of catecholamines.

3-(3-Hydroxyphenyl)-DL-alanine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	320mg/kg (320mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02549,

3-(3-Hydroxyphenyl)-DL-alanine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S37/39: Wear suitable gloves and eye/face protection.

3-(3-Hydroxyphenyl)-DL-alanine Specification

DL-m-Tyrosine ,its cas register number is 775-06-4. It also can be called (+/-)-2-Amino-3-(3-hydroxyphenyl)propionic acid ; 3-Hydroxyphenylalanine ; Meta-Tyrosine ; 3-Tyrosine ; and 3-(3-Hydroxyphenyl)-DL-alanine . It is hazardous,so the first aid measures and others should be known. Such as: When on the skin: first,should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly,Get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, DL-m-Tyrosine (CAS NO.775-06-4) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: nitrogen oxides, carbon monoxide, carbon dioxide.

Product Name

3-(3-Hydroxyphenyl)-DL-alanine

Synthetic route

3-(3-Hydroxyphenyl)-DL-alanine Chemical Properties

3-(3-Hydroxyphenyl)-DL-alanine Uses

3-(3-Hydroxyphenyl)-DL-alanine Toxicity Data With Reference

3-(3-Hydroxyphenyl)-DL-alanine Safety Profile

3-(3-Hydroxyphenyl)-DL-alanine Specification

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