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51-67-2

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51-67-2 Usage

Description

A decarboxylation product of tyrosine found in various fermentation products, including cheeses and some wines. It causes sympathomimetic effects by acting as an indirect agonist, causing the release of endogenous catecholamines. Because it is metabolized principally by monoamine oxidase, patients taking monoamine oxidase inhibitors may have a hypertensive crisis if they ingest foods containing significant amounts of tyramine.

Chemical Properties

Colorless to yellow solid; sweet meaty aroma.

Occurrence

Reported found in sauerkraut and soy sauce.

Uses

Different sources of media describe the Uses of 51-67-2 differently. You can refer to the following data:
1. adrenergic agonist, vasoconstrictor
2. tyramine is uses as pharmaceutical intermediates.
3. Clinical studies indicate that tyramine has skin-lightening capacities.

Definition

ChEBI: A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine.

Aroma threshold values

Medium strength odor, meaty type; recommend smelling in a 5.00% solution or less.

Taste threshold values

Mild, sweet, vegetative phenolic taste at 100 ppm in water.

Synthesis

Tyramine, 4-(2-aminoethyl)phenol (11.2.1), can be synthesized in various ways, in particular by the decarboxylation of tyrosine [46–48]. It is also isolated from the tissues of livestock.

Purification Methods

Crystallise tyramine from *benzene or EtOH. [Beilstein 13 IV 1788.]

Check Digit Verification of cas no

The CAS Registry Mumber 51-67-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 1 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 51-67:
(4*5)+(3*1)+(2*6)+(1*7)=42
42 % 10 = 2
So 51-67-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2/p+1

51-67-2 Well-known Company Product Price

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  • TCI America

  • (A0302)  Tyramine  >98.0%(GC)(T)

  • 51-67-2

  • 1g

  • 210.00CNY

  • Detail
  • TCI America

  • (A0302)  Tyramine  >98.0%(GC)(T)

  • 51-67-2

  • 25g

  • 990.00CNY

  • Detail
  • TCI America

  • (A0302)  Tyramine  >98.0%(GC)(T)

  • 51-67-2

  • 250g

  • 5,990.00CNY

  • Detail
  • Sigma-Aldrich

  • (80345)  Tyramine  analytical standard

  • 51-67-2

  • 80345-100MG

  • 596.70CNY

  • Detail

51-67-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name tyramine

1.2 Other means of identification

Product number -
Other names Uteramine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:51-67-2 SDS

51-67-2Synthetic route

L-tyrosine
60-18-4

L-tyrosine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase In various solvent(s) at 30℃; for 48h;99%
at 300 - 340℃;
Bestrahlen der Kristalle mit Roentgen-Strahlen;
N-acetyltyramine
1202-66-0

N-acetyltyramine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 80℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent);98%
With recombinant Arabidopsis thaliana histone deacetylase 14 In aq. buffer at 30℃; pH=8; Reagent/catalyst; Enzymatic reaction;
(E)-3-(2-Hydroxy-phenyl)-N-[2-(4-hydroxy-phenyl)-ethyl]-acrylamide

(E)-3-(2-Hydroxy-phenyl)-N-[2-(4-hydroxy-phenyl)-ethyl]-acrylamide

A

tyrosamine
51-67-2

tyrosamine

B

coumarin
91-64-5

coumarin

Conditions
ConditionsYield
With acetic acid In methanol for 2h; Ambient temperature; Irradiation; other N-subsituted amides of o-hydroxy-trans-cinnamic acid;A 95%
B 100 % Spectr.
N-{2-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}formamide
1521270-08-5

N-{2-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}formamide

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With ethanol; sodium hydroxide at 78℃; for 8h; Reagent/catalyst; Temperature;87%
1-(benzyloxy)-4-(2-nitroethyl)benzene
99696-06-7

1-(benzyloxy)-4-(2-nitroethyl)benzene

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With ethanol; hydrogen at 100℃; Flow reactor;85%
formic acid
64-18-6

formic acid

nitromethane
75-52-5

nitromethane

phenol
108-95-2

phenol

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
Stage #1: formic acid; phenol With boron trifluoride In diethyl ether at 15℃; for 2h;
Stage #2: nitromethane With ammonium acetate In diethyl ether at 110℃; for 2h;
Stage #3: With hydrogen In ethanol at 50℃; for 4h; Temperature;
82.3%
Conditions
ConditionsYield
With 1,10-Phenanthroline; copper hydroxide In 1-methyl-pyrrolidin-2-one at 210℃; for 5h; Inert atmosphere; Green chemistry;68%
in Gegenwart von Fleischbruehe;
at 270℃;
(4-Hydroxyphenyl)acetaldehyd-dimethylhydrazon
74321-28-1

(4-Hydroxyphenyl)acetaldehyd-dimethylhydrazon

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With hydrogen; rhenium; nickel In methanol under 760 Torr; for 12h; Ambient temperature;58%
N-(p-hydroxyphenylethyl)-N-(6-bromo-3-hydroxy-4-methoxybenzyl)amine
179107-93-8

N-(p-hydroxyphenylethyl)-N-(6-bromo-3-hydroxy-4-methoxybenzyl)amine

A

tyrosamine
51-67-2

tyrosamine

B

2-bromoisovanillin
2973-59-3

2-bromoisovanillin

C

C16H16BrNO3

C16H16BrNO3

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor In 1,4-dioxane at 25℃; for 3h; pH=4.5;A 33%
B 37%
C 8%
p-Aminophenethylamine
13472-00-9

p-Aminophenethylamine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite
With hydrogenchloride; tin(IV) chloride; sodium nitrite anschliessend Erwaermen;
octopamine
104-14-3

octopamine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With palladium on activated charcoal; acetic acid Hydrogenation;
3-(4-hydroxyphenyl)propanoic acid amide
23838-70-2

3-(4-hydroxyphenyl)propanoic acid amide

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With sodium hypochlorite
(E)-1-(4-hydroxyphenyl)-2-nitroethene
22568-49-6

(E)-1-(4-hydroxyphenyl)-2-nitroethene

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With sulfuric acid; acetic acid; platinum Hydrogenation;
4-(2-Nitrovinyl)benzoic acid methyl ester
22568-50-9

4-(2-Nitrovinyl)benzoic acid methyl ester

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With sulfuric acid; acetic acid; platinum Hydrogenation;
(4-hydroxy-phenyl)-acetaldehyde-(4-nitro-phenylhydrazone)
13033-75-5

(4-hydroxy-phenyl)-acetaldehyde-(4-nitro-phenylhydrazone)

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With sodium amalgam; ethanol; acetic acid
2-benzylamino-1-(4-hydroxy-phenyl)-ethanone; hydrochloride

2-benzylamino-1-(4-hydroxy-phenyl)-ethanone; hydrochloride

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With palladium on activated charcoal; acetic acid Hydrogenation;
Multi-step reaction with 2 steps
1: palladium/charcoal; ethanol / Hydrogenation
2: palladium/charcoal; acetic acid / Hydrogenation
View Scheme
9H-fluorene
86-73-7

9H-fluorene

L-tyrosine
60-18-4

L-tyrosine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
at 280 - 290℃;
Diphenylmethane
101-81-5

Diphenylmethane

L-tyrosine
60-18-4

L-tyrosine

A

tyrosamine
51-67-2

tyrosamine

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 245℃;
Diphenylmethane
101-81-5

Diphenylmethane

L-tyrosine
60-18-4

L-tyrosine

diphenylamine
122-39-4

diphenylamine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
at 260℃;
L-tyrosine
60-18-4

L-tyrosine

diphenylamine
122-39-4

diphenylamine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
at 230℃;
L-tyrosine
60-18-4

L-tyrosine

A

tyrosamine
51-67-2

tyrosamine

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 270℃;
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With hydrogenchloride at 160 - 170℃;
With hydrogen iodide
With hydrogen bromide at 160℃;
With hydrogenchloride Heating;
With hydrogen bromide; acetic acid for 4h; Reflux;
2-(4-hydroxyphenyl)-1-nitroethane
37567-58-1

2-(4-hydroxyphenyl)-1-nitroethane

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol Product distribution;
L-tyrosine
60-18-4

L-tyrosine

A

tyrosamine
51-67-2

tyrosamine

B

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With Tyrosine decarboxylase apoenzyme; pyridoxal 5'-phosphate In water at 37℃; Product distribution; Effect of pH 5-6.2, other enzyme concentration and activity and temperature on reaction rate;
4-(β-Aminoethyl)benzene Oxide
73971-94-5

4-(β-Aminoethyl)benzene Oxide

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
In d(4)-methanol
L-tyrosine
60-18-4

L-tyrosine

petroleum

petroleum

tyrosamine
51-67-2

tyrosamine

Conditions
ConditionsYield
at 240 - 280℃; beim Destillieren;
tyrosamine
51-67-2

tyrosamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-t-butoxycarbonyl-tyramine
64318-28-1

N-t-butoxycarbonyl-tyramine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; methanol at 0 - 20℃;100%
In tetrahydrofuran for 3.5h;100%
With triethylamine In N,N-dimethyl-formamide99%
tyrosamine
51-67-2

tyrosamine

(4aS,6S,7R,7aS)-6-Acetoxy-7-methyl-1-oxo-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester
91653-32-6

(4aS,6S,7R,7aS)-6-Acetoxy-7-methyl-1-oxo-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

(1S,2R,3S,5S)-3-Hydroxy-5-{(E)-2-[2-(4-hydroxy-phenyl)-ethylamino]-1-methoxycarbonyl-vinyl}-2-methyl-cyclopentanecarboxylic acid methyl ester

(1S,2R,3S,5S)-3-Hydroxy-5-{(E)-2-[2-(4-hydroxy-phenyl)-ethylamino]-1-methoxycarbonyl-vinyl}-2-methyl-cyclopentanecarboxylic acid methyl ester

Conditions
ConditionsYield
In methanol100%
tyrosamine
51-67-2

tyrosamine

benzaldehyde
100-52-7

benzaldehyde

N-benzyltyramine
52447-50-4

N-benzyltyramine

Conditions
ConditionsYield
Stage #1: tyrosamine; benzaldehyde In DMF (N,N-dimethyl-formamide); toluene
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 1h;
100%
Stage #1: tyrosamine; benzaldehyde In methanol for 2h; Heating / reflux;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; Product distribution / selectivity;
91%
Stage #1: tyrosamine; benzaldehyde In methanol for 1h; Heating / reflux;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h; Product distribution / selectivity;
61%
tyrosamine
51-67-2

tyrosamine

4-Nitrophenyl isocyanate
100-28-7

4-Nitrophenyl isocyanate

4-hydroxyphenethylamino-4-nitroanilinomethanone
259263-96-2

4-hydroxyphenethylamino-4-nitroanilinomethanone

Conditions
ConditionsYield
With pyridine at 0 - 20℃;100%
tyrosamine
51-67-2

tyrosamine

1-azido-2-(4-hydroxyphenyl)ethane
74447-34-0

1-azido-2-(4-hydroxyphenyl)ethane

Conditions
ConditionsYield
With methanol; copper(ll) sulfate pentahydrate; triflic azide; sodium hydrogencarbonate In water at 20℃;100%
With fluorosulfonyl azide; potassium hydrogencarbonate In tert-butyl methyl ether; water; N,N-dimethyl-formamide at 20℃; for 0.0833333h;86%
With imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(II) sulfate In methanol at 20℃; for 4h;84%
tyrosamine
51-67-2

tyrosamine

phenyl chloroformate
1885-14-9

phenyl chloroformate

phenyl N-[2-(4-hydroxyphenyl)ethyl]carbamate
1184576-50-8

phenyl N-[2-(4-hydroxyphenyl)ethyl]carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 4h; Inert atmosphere;100%
tyrosamine
51-67-2

tyrosamine

methyl 3-(2-chlorophenyl)-1-(2-chloropyrimidin-4-yl)-1H-pyrazole-4-carboxylate
1445890-31-2

methyl 3-(2-chlorophenyl)-1-(2-chloropyrimidin-4-yl)-1H-pyrazole-4-carboxylate

methyl 3-(2-chlorophenyl)-1-(2-{[2-(4-hydroxyphenyl)ethyl]amino}pyrimidin-4-yl)-1H-pyrazole-4-carboxylate
1445890-33-4

methyl 3-(2-chlorophenyl)-1-(2-{[2-(4-hydroxyphenyl)ethyl]amino}pyrimidin-4-yl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
In acetonitrile at 80℃;100%
tyrosamine
51-67-2

tyrosamine

propionyl chloride
79-03-8

propionyl chloride

N-(4-hydroxyphenylethyl)propionamide
60394-18-5

N-(4-hydroxyphenylethyl)propionamide

Conditions
ConditionsYield
Stage #1: tyrosamine With potassium carbonate In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere;
Stage #2: propionyl chloride In tetrahydrofuran; water for 2h; Inert atmosphere;
100%
tyrosamine
51-67-2

tyrosamine

methyl chloroformate
79-22-1

methyl chloroformate

4-hydroxyphenyl-2-ethylcarbamic acid methyl ester
62372-08-1

4-hydroxyphenyl-2-ethylcarbamic acid methyl ester

Conditions
ConditionsYield
With water; sodium hydrogencarbonate In tetrahydrofuran at 0℃; for 3h;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere; Cooling with ice;52%
tyrosamine
51-67-2

tyrosamine

Thioctic acid
1077-28-7, 62-46-4

Thioctic acid

5-(1,2-dithiolan-3-yl)-N-(4-hydroxyphenethyl)pentanamide

5-(1,2-dithiolan-3-yl)-N-(4-hydroxyphenethyl)pentanamide

Conditions
ConditionsYield
Stage #1: Thioctic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at -20 - 20℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: tyrosamine In dichloromethane; N,N-dimethyl-formamide at 20℃; Schlenk technique; Inert atmosphere;
100%
Stage #1: Thioctic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.5h;
Stage #2: tyrosamine In tetrahydrofuran at 20℃; for 12h;
75%
tyrosamine
51-67-2

tyrosamine

tolfenamic Acid
13710-19-5

tolfenamic Acid

C14H12ClNO2*C8H11NO

C14H12ClNO2*C8H11NO

Conditions
ConditionsYield
In methanol at 20℃;100%
tyrosamine
51-67-2

tyrosamine

C17H17ClN2O3

C17H17ClN2O3

C17H17ClN2O3*C8H11NO

C17H17ClN2O3*C8H11NO

Conditions
ConditionsYield
In methanol at 20℃;100%
tyrosamine
51-67-2

tyrosamine

1,4,5,8-naphthalenetetracarboxylic dianhydride
81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

N,N'-bis[2-(4-hydroxyphenyl)ethyl]-1,4,5,8-naphthalenetetracarboxylic acid diimide
1187488-10-3

N,N'-bis[2-(4-hydroxyphenyl)ethyl]-1,4,5,8-naphthalenetetracarboxylic acid diimide

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; N,N-dimethyl-formamide Inert atmosphere; Reflux;99%
tyrosamine
51-67-2

tyrosamine

4-(2-amino-ethyl)-2,6-diiodo-phenol; hydriodide

4-(2-amino-ethyl)-2,6-diiodo-phenol; hydriodide

Conditions
ConditionsYield
With dihydrogen peroxide; iodine In water at 55℃; for 3h;99%
tyrosamine
51-67-2

tyrosamine

dithio-bis(ethyl 1H-imidazole-1-carboxylate)
877865-61-7

dithio-bis(ethyl 1H-imidazole-1-carboxylate)

tyramine-DIC
1375482-36-2

tyramine-DIC

Conditions
ConditionsYield
In isopropyl alcohol at 40℃; for 24h;99%
In isopropyl alcohol at 40℃; for 24h;59%
tyrosamine
51-67-2

tyrosamine

ethyl acetate
141-78-6

ethyl acetate

N-acetyltyramine
1202-66-0

N-acetyltyramine

Conditions
ConditionsYield
With Trimethylacetic acid at 90℃; for 24h; Inert atmosphere; chemoselective reaction;99%
tyrosamine
51-67-2

tyrosamine

racemic trans-1-(tert-butoxycarbonyl)pyrrolidine-3,4-dicarboxylic acid

racemic trans-1-(tert-butoxycarbonyl)pyrrolidine-3,4-dicarboxylic acid

tert-butyl trans-3,4-bis((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

tert-butyl trans-3,4-bis((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 23℃; for 16h; Inert atmosphere;99%
tyrosamine
51-67-2

tyrosamine

9-benzoyl-9H-carbazole
19264-68-7

9-benzoyl-9H-carbazole

N-<2-(4-hydroxyphenyl)ethyl>benzamide
41859-54-5

N-<2-(4-hydroxyphenyl)ethyl>benzamide

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 24h; chemoselective reaction;99%
tyrosamine
51-67-2

tyrosamine

D,L-sulforaphane
4478-93-7

D,L-sulforaphane

C14H22N2O2S2

C14H22N2O2S2

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere;98.62%
tyrosamine
51-67-2

tyrosamine

3,5-dibromo-4-hydroxy-β-phenethylamine
134755-34-3

3,5-dibromo-4-hydroxy-β-phenethylamine

Conditions
ConditionsYield
With pyridine; pyridinium hydrobromide perbromide In chloroform for 24h;98%
With bromine In acetic acid98%
With bromine; acetic acid93%
With tetrabuthylammonium tribromide In methanol; dichloromethane at 20℃; for 0.5h;63%
With bromine; acetic acid
tyrosamine
51-67-2

tyrosamine

(tert-butoxycarbonyl)-L-phenylalanine N-hydroxysuccinimide ester
3674-06-4, 3674-18-8, 74124-84-8

(tert-butoxycarbonyl)-L-phenylalanine N-hydroxysuccinimide ester

N-(tert-Butoxycarbonyl)-L-phenyl-alanyltyramide
89088-14-2

N-(tert-Butoxycarbonyl)-L-phenyl-alanyltyramide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 25℃; for 20h;98%
tyrosamine
51-67-2

tyrosamine

N-acetyl-1,3-oxazol-2-one
60759-49-1

N-acetyl-1,3-oxazol-2-one

N-acetyltyramine
1202-66-0

N-acetyltyramine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Ambient temperature;98%
In tetrahydrofuran for 0.5h; Ambient temperature;98%
tyrosamine
51-67-2

tyrosamine

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

2-(2-formyl-phenyl)-benzoic acid
6720-26-9

2-(2-formyl-phenyl)-benzoic acid

N-tert-butyl-6-(4-hydroxyphenethyl)-7-oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxamide
1283600-63-4

N-tert-butyl-6-(4-hydroxyphenethyl)-7-oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxamide

Conditions
ConditionsYield
With sodium sulfate In 2,2,2-trifluoroethanol at 110℃; for 0.833333h; Ugi 4CR reaction; Sealed; Inert atmosphere; Irradiation;98%
tyrosamine
51-67-2

tyrosamine

Methyl formate
107-31-3

Methyl formate

N-[2-(4-hydroxyphenyl)ethyl]formamide
13062-78-7

N-[2-(4-hydroxyphenyl)ethyl]formamide

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃;98%
In dimethyl sulfoxide at 20℃; for 10h;92%
tyrosamine
51-67-2

tyrosamine

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

N-(3-nitrobenzylidene)-2-(4-hydroxyphenyl)ethanamine

N-(3-nitrobenzylidene)-2-(4-hydroxyphenyl)ethanamine

Conditions
ConditionsYield
for 24h; Reflux;98%
In ethanol for 24h; Reflux;60%
In ethanol for 24h; Reflux;
succinic acid anhydride
108-30-5

succinic acid anhydride

tyrosamine
51-67-2

tyrosamine

N-(4-hydroxyphenethyl)succinimide

N-(4-hydroxyphenethyl)succinimide

Conditions
ConditionsYield
at 140℃; for 4h; Reagent/catalyst; Temperature;98%
tyrosamine
51-67-2

tyrosamine

3,4,5,6-Tetrahydrophthalic anhydride
2426-02-0

3,4,5,6-Tetrahydrophthalic anhydride

N-(4-hydroxyphenethyl)-3,4,5,6-tetrahydrophthalimide

N-(4-hydroxyphenethyl)-3,4,5,6-tetrahydrophthalimide

Conditions
ConditionsYield
at 140℃; for 4h; Reagent/catalyst; Temperature;98%

51-67-2Relevant articles and documents

Singlet oxygen-responsive photorelease of tyramine

Jeong, Dong Yeun,Yi, Seung Yeon,You, Youngmin

, p. 1497 - 1500 (2021)

A system capable of photoreleasing tyramine has been developed. The photodonor system consists of an isoindole cage of tyramine and a biscyclometalated Ir(III) complex singlet oxygen (1O2) photosensitizer. Photoirradiation at a wavelength of 365 nm produces tyramine, as evidenced by mass spectrometry and 1H NMR spectroscopy. The photorelease proceeds through two steps involving the formation of a Diels–Alder-type [2 + 4] cycloadduct of 1O2, followed by the slow and spontaneous decomposition of the adduct into tyramine and 2-benzoylbenzophenon.

Kushimov et al.

, (1968)

The production of tyramine: Via the selective hydrogenation of 4-hydroxybenzyl cyanide over a carbon-supported palladium catalyst

McAllister, Mairi I.,Boulho, Cédric,McMillan, Liam,Gilpin, Lauren F.,Wiedbrauk, Sandra,Brennan, Colin,Lennon, David

, p. 29392 - 29399 (2018)

The selective production of primary amines is a problem that plagues heterogeneously catalysed nitrile hydrogenation reactions. Whilst the target amine tyramine (HOC6H4CH2CH2NH2) is biochemically available through the action of enzymes, synthetic routes to this species are not widely reported. Here, a heterogeneously catalysed method is proposed that utilises a Pd/C catalyst to effect the selective hydrogenation of 4-hydroxybenzyl cyanide within a three-phase reactor. The aforementioned selectivity issues are overcome by adjustment of various experimental parameters (hydrogen supply, agitation rate, temperature, use of an auxiliary agent) that result in improved catalytic performance, such that the desired tyramine salt (tyramine hydrogen sulphate) can be produced in quantitative yield. Accordingly, through consideration of the interconnectivity of hydrogenation and hydrogenolysis processes, a selective synthetic strategy is achieved with the findings suitable for extension to other substrates of this nature.

AFMT ANALOGS AND THEIR USE IN METHODS OF TREATING PARKINSON'S DISEASE

-

Page/Page column 6, (2021/10/30)

The present disclosure provides compounds of formula (I), (II), and (la): Methods of preparing these molecules and their use for treatment of Parkinson's Disease are described.

Enantioselective Sequential-Flow Synthesis of Baclofen Precursor via Asymmetric 1,4-Addition and Chemoselective Hydrogenation on Platinum/Carbon/Calcium Phosphate Composites

Furiya, Yuichi,Ishitani, Haruro,Kobayashi, Shu

, (2020/05/05)

Continuous-flow synthesis of baclofen precursor (2) was achieved using achiral and chiral heterogeneous catalysts in high yield with high enantioselectivity. The key steps are chiral calcium-catalyzed asymmetric 1,4-addition of a malonate to a nitroalkene and chemoselective reduction of a nitro compound to the corresponding amino compound by using molecular hydrogen. A dimethylpolysilane (DMPS)-modified platinum catalyst supported on activated carbon (AC) and calcium phosphate (CP) has been developed that has remarkable activity for the selective hydrogenation of nitro compounds.

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