3,5-Diiodo-L-tyrosine supplier

Name
3,5-Diiodo-L-tyrosine dihydrate
EINECS 206-092-0
CAS No. 300-39-0
Article Data20
CAS DataBase
Density 2.405 g/cm³
Solubility slightly soluble
Melting Point 200°C (dec.)(lit.)
Formula C₉H₉I₂NO₃
Boiling Point 410.5 °C at 760 mmHg
Molecular Weight 432.984
Flash Point 202.1 °C
Transport Information
Appearance white to beige powder
Safety 26-37/39-36/37-24/25
Risk Codes Xi:Irritant;
Molecular Structure
Hazard Symbols R36/37/38:;
Synonyms Tyrosine,3,5-diiodo-, L- (8CI);3',5'-Diiodo-L-tyrosine;Bijodtyrosin;DIT (amino acid);L-3,5-Diiodotyrosine;NSC 4143;H-Tyr(3,5-Di-I)-OH;
PSA 102.01000
LogP 2.12750

Synthetic route

: 60-18-4
L-tyrosine

: 300-39-0
3,5-diiodo-l-tyrosine

Conditions

Conditions	Yield
With hydrogen iodide; acetic acid In dimethyl sulfoxide at 65℃; for 0.025h;	84.63%
With iodine; ethylamine; sodium iodide In water for 0.666667h;	73.5%
With ammonium hydroxide; iodine; potassium iodide

: 60-18-4
L-tyrosine

A: 300-39-0
3,5-diiodo-l-tyrosine

B: 70-78-0
3-Iodo-L-tyrosine

Conditions

Conditions	Yield
With chloroamine-T; sodium iodide In water at 20℃; for 0.00277778h; Product distribution; other reaction time, pregenerated iodine, reaction in the presence of tryptophan and Nin-formyl-tryptophan;	A 38.6% B 32.6%
With iodide; dihydrogen peroxide; lactoperoxidase

: 70-78-0
3-Iodo-L-tyrosine

: 300-39-0
3,5-diiodo-l-tyrosine

Conditions

Conditions	Yield
With iodine In water at 22℃; for 0.0833333h; potassim iodide/chloramine T in phosphate buffer instead of iodine; tritium isotope effect;

: 7664-41-7
ammonia

: 7553-56-2
iodine

: 60-18-4
L-tyrosine

: 300-39-0
3,5-diiodo-l-tyrosine

...Expand

: 67-56-1
methanol

: 300-39-0
3,5-diiodo-l-tyrosine

: 76318-50-8
3,5-diiodo-L-thyrosine methyl ester

Conditions

Conditions	Yield
With sulfuryl dichloride at 0 - 20℃; Inert atmosphere;	100%
With hydrogenchloride at 60℃; for 0.0416667h; Microwave irradiation;	74.63%
With hydrogenchloride
With thionyl chloride

: 3392-12-9
Boc-Val-ONSu

: 300-39-0
3,5-diiodo-l-tyrosine

: (S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-3-(4-hydroxy-3,5-diiodo-phenyl)-propionic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 20℃; Condensation;	100%

: 300-39-0
3,5-diiodo-l-tyrosine

: 7758-99-8
copper(II) sulfate

: 3,5-diiodo L-tyrosine copper complex

Conditions

Conditions	Yield
Stage #1: 3,5-diiodo-l-tyrosine With sodium hydroxide In water for 1h; Stage #2: copper(II) sulfate In water at 20 - 40℃; for 2h;	98%

: 67-56-1
methanol

: 300-39-0
3,5-diiodo-l-tyrosine

: 151266-48-7
3,5-diiodo-L-tyrosine methyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: methanol With thionyl chloride at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 3,5-diiodo-l-tyrosine at 20℃; for 16h;	98%

: 300-39-0
3,5-diiodo-l-tyrosine

: 5,7-diiodo-1-oxaspiro[2.5]octa-4,7-dien-6-one

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 24℃; for 16h; 0.2 M borate buffer, pH 8.0 (add. of 0.1 M NaOH);	94%

: copper(II) sulfate heptahydrate

: 300-39-0
3,5-diiodo-l-tyrosine

: 49553-16-4
{Cu(HOC6H2I2CH2CH(NH2)COO)2}

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 1h; Time;	93.7%

: 300-39-0
3,5-diiodo-l-tyrosine

: 108-24-7
acetic anhydride

: 1027-28-7
N-acetyl-3,5-diiodo-L-tyrosine

Conditions

Conditions	Yield
With sodium hydroxide In water at 0 - 15℃;	92%
With sodium hydroxide

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

: 300-39-0
3,5-diiodo-l-tyrosine

: C14H19I2NO4

Conditions

Conditions	Yield
Stage #1: 3,5-diiodo-l-tyrosine With chloro-trimethyl-silane In 1,4-dioxane for 48h; Stage #2: di-tert-butyl dicarbonate With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃;	79%

: 50-00-0
formaldehyd

: 300-39-0
3,5-diiodo-l-tyrosine

: (S)-7-hydroxy-6,8-diiodo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,2-dimethoxyethane; water at 72℃; for 4h;	72%
With hydrogenchloride In 1,2-dimethoxyethane; water at 72℃; Inert atmosphere;	72%
With hydrogenchloride In 1,2-dimethoxyethane; water at 72℃; Inert atmosphere;	72%

: 300-39-0
3,5-diiodo-l-tyrosine

: 5-Iodo-1-oxa-spiro[2.5]octa-4,7-dien-6-one

: 6893-02-3
triiodothyronine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 24℃; for 16h; 0.2 M borate buffer, pH 8.0 (add. of 0.1 M NaOH);	70%

: 67-56-1
methanol

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

: 300-39-0
3,5-diiodo-l-tyrosine

: 128781-80-6
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate

Conditions

Conditions	Yield
Stage #1: methanol; 3,5-diiodo-l-tyrosine With thionyl chloride at 0℃; for 2h; Reflux; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Stage #3: di-tert-butyl dicarbonate In dichloromethane at 20℃;	64%
With thionyl chloride; triethylamine 1.) -10 deg C - room temperature, 2.) CH2Cl2; Yield given. Multistep reaction;

...Expand

: cis-dichloridobis(1,10-phenanthroline)ruthenium(II)

: 300-39-0
3,5-diiodo-l-tyrosine

: sodium perchlorate

: Ru(N2C12H8)2(NH2CHCH2C6H2I2OHCOO)(1+)*NH2CHCH2C6H2I2OHCOO(1-)=Ru(N2C12H8)2(NH2CHCH2C6H2I2OHCOO)(NH2CHCH2C6H2I2OHCOO)

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water Ru-complex was refluxed in mixt. of H2O and EtOH, to this soln. was added ligand followed by aq. NaOH, mixt. was heated at 70°C for 30 min, cooled to room temp., filtered, cooled to room temp., aq. soln. of NaClO4 was added; mixt. was stored in the dark for 48 h, solid was collected at the pump,washed with ice-cold H2O, dried in vac. over silica gel at room temp.; elem. anal.;	64%

Yield

With sodium hydroxide In ethanol; water Ru-complex was refluxed in mixt. of H2O and EtOH, to this soln. was added ligand followed by aq. NaOH, mixt. was heated at 70°C for 30 min, cooled to room temp., filtered, cooled to room temp., aq. soln. of NaClO4 was added; mixt. was stored in the dark for 48 h, solid was collected at the pump,washed with ice-cold H2O, dried in vac. over silica gel at room temp.; elem. anal.;

64%

...Expand

: 50-00-0
formaldehyd

: 300-39-0
3,5-diiodo-l-tyrosine

: 142335-40-8
(S)-1,2,3,4-Tetrahydro-7-hydroxy-6,8-diiodoisoquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride In 1,2-dimethoxyethane; water at 72℃; for 18.5h;	57%
With hydrogenchloride In 1,2-dimethoxyethane at 72℃; for 18.5h;	55%
With hydrogenchloride In 1,2-dimethoxyethane at 72℃; for 18.5h;	48%

: 485-47-2
indan-1,2,3-trione hydrate

: 300-39-0
3,5-diiodo-l-tyrosine

: 16510-49-9
1,2,3-triphenylcyclopropene

: (±)-(1R,4R,5S,6R)-4-(4-hydroxy-3,5-diiodobenzyl)-1,5,6-triphenyl-3-azaspiro[bicyclo[3.1.0]hexane-2,2'-indene]-1',3'-dione

Conditions

Conditions	Yield
In methanol; water for 10h; Reflux; diastereoselective reaction;	57%

...Expand

: 1070-19-5
N-(tert-butyloxycarbonyl) azide

: 300-39-0
3,5-diiodo-l-tyrosine

: 62129-53-7
(tert-butoxycarbonyl)-3,5-diiodotyrosine

Conditions

Conditions	Yield
In dimethyl sulfoxide Ambient temperature;	50%

: 300-39-0
3,5-diiodo-l-tyrosine

: 74-88-4
methyl iodide

A: (E)-methyl 3-(3,5-diiodo-4-methoxyphenyl)acrylate

B: L-3,5-diiodo-O-methyltyrosine methyl ester

C: L-3,5-diiodo-O,N,N-trimethyltyrosine methyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Heating;	A 50% B 20% C 20%

...Expand

: 300-39-0
3,5-diiodo-l-tyrosine

: 91-56-5
indole-2,3-dione

: 16510-49-9
1,2,3-triphenylcyclopropene

: (±)-(1R,2R,4R,5S,6R)-4-(4-hydroxy-3,5-diiodobenzyl)-1,5,6-triphenyl-3-azaspiro[bicyclo[3.1.0]hexane-2,3′-indolin]-2′-one

Conditions

Conditions	Yield
In methanol; water Reflux; diastereoselective reaction;	42%

...Expand

: 54337-43-8
1-oxaspiro[2.5]octa-4,7-dien-6-one

: 300-39-0
3,5-diiodo-l-tyrosine

: 1041-01-6, 534-51-0, 5563-89-3, 299-82-1
3,5-diiodo-L-thyronine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 24℃; for 16h; 0.2 M borate buffer, pH 8.0 (add. of 0.1 M NaOH);	15%

: 64-17-5
ethanol

: 300-39-0
3,5-diiodo-l-tyrosine

: 35591-33-4
3,5-diiodo-L-tyrosine ethyl ester

Conditions

Conditions	Yield
With hydrogenchloride

: 300-39-0
3,5-diiodo-l-tyrosine

: 51-48-9
L-thyroxine

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide; butan-1-ol
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 1 h 1.2: 2 h / 20 - 40 °C 2.1: diisopropylamine / water; butan-1-ol / 2 h / 20 - 90 °C 2.2: 2 h / 20 - 30 °C 3.1: acetic acid; hydrogen iodide / 5 h / 100 °C 4.1: methylamine / methanol / 25 - 30 °C 4.2: -8 - 0 °C 4.3: 15 - 20 °C View Scheme

: 300-39-0
3,5-diiodo-l-tyrosine

: 4-(4-hydroxy-3,5-diiodo-benzyl)-2-methyl-4H-oxazol-5-one

Conditions

Conditions	Yield
With acetic anhydride

: 300-39-0
3,5-diiodo-l-tyrosine

: 108-24-7
acetic anhydride

: 96679-34-4
3.5-diiodo-N.O-diacetyl-L-tyrosine

Conditions

Conditions	Yield
With sodium hydroxide

: 300-39-0
3,5-diiodo-l-tyrosine

: 108-24-7
acetic anhydride

: N-[1-acetyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-acetamide

Conditions

Conditions	Yield
With sodium carbonate

: 300-39-0
3,5-diiodo-l-tyrosine

: 70-34-8
2,4-Dinitrofluorobenzene

: 100961-33-9
N-(2,4-dinitro-phenyl)-3,5-diiodo-L-tyrosine

Conditions

Conditions	Yield
With diethyl ether; sodium hydrogencarbonate

: 300-39-0
3,5-diiodo-l-tyrosine

: 70-34-8
2,4-Dinitrofluorobenzene

: O-(2,4-dinitro-phenyl)-3,5-diiodo-L-tyrosine

Conditions

Conditions	Yield
With sodium hydrogencarbonate

: 300-39-0
3,5-diiodo-l-tyrosine

: 70-34-8
2,4-Dinitrofluorobenzene

: 7093-57-4
N,O-bis-(2,4-dinitro-phenyl)-3,5-diiodo-L-tyrosine

Conditions

Conditions	Yield
With diethyl ether; sodium hydrogencarbonate

: 300-39-0
3,5-diiodo-l-tyrosine

: 79-04-9
chloroacetyl chloride

: 91348-81-1
N-chloroacetyl-3,5-diiodo-L-tyrosine

Conditions

Conditions	Yield
With ethyl acetate

: 300-39-0
3,5-diiodo-l-tyrosine

: 71-36-3
butan-1-ol

: 3,5-diiodo-L-tyrosine butyl ester

Conditions

Conditions	Yield
With hydrogenchloride

3,5-Diiodo-L-tyrosine Chemical Properties

Systematic Name: 3,5-Diiodo-L-tyrosine dihydrate
Synonyms of 3,5-Diiodo-L-tyrosine dehydrate (CAS NO.300-39-0): 3,5-Iodo-L-tyrosine ; 3,5-L-Diiodotyrosine ; L-3,5-Diiodotyrosine ; L-Tyrosine, 3,5-diiodo- ; Tyrosine, 3,5-diiodo-, L- (8CI)
CAS NO: 300-39-0
Molecular Formula: C₉H₉I₂NO₃.2(H₂O)
Molecular Weight: 469.01
Molecular Structure:
EINECS: 206-092-0
H bond acceptors: 4
H bond donors: 4
Freely Rotating Bonds: 5
Polar Surface Area: 38.77 Å²
Flash Point: 202.1 °C
Enthalpy of Vaporization: 69.9 kJ/mol
Boiling Point: 410.5 °C at 760 mmHg
Vapour Pressure: 1.78E-07 mmHg at 25°C
Melting point: 200 °C (dec.)(lit.)
Alpha: -20.7 º (c=2.5, 0.1N NaOH/H₂O)
Refractive index: 1.2 ° (C=5, 1mol/L HCl)
Storage temp: 2-8°C
Water Solubility: slightly soluble
Appearance: white to beige powder
Product Categoriesof 3,5-Diiodo-L-tyrosine dehydrate (CAS NO.300-39-0): Pharmaceutical Raw Materials;Amino Acids;Unusual Amino Acids;Biochemistry;Biological-modified Amino Acids

3,5-Diiodo-L-tyrosine Safety Profile

Safety Information about 3,5-Diiodo-L-tyrosine dehydrate (CAS NO.300-39-0):
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.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 2811
WGK Germany: 3
F: 8

Product Name

3,5-Diiodo-L-tyrosine dihydrate

Synthetic route

3,5-Diiodo-L-tyrosine Chemical Properties

3,5-Diiodo-L-tyrosine Safety Profile

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