4-Hydroxy-3,5-dimethoxycinnamic acid supplier

Name
4-Hydroxy-3,5-dimethoxycinnamic acid
EINECS 208-487-3
CAS No. 530-59-6
Article Data57
CAS DataBase
Density 1.307 g/cm³
Solubility slightly soluble in water
Melting Point 203-205 °C (dec.)(lit.)
Formula C₁₁H₁₂O₅
Boiling Point 403.4 °C at 760 mmHg
Molecular Weight 224.213
Flash Point 158.6 °C
Transport Information
Appearance yellow-brown crystalline powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Sinapic acid;3,5-Dimethoxy-4-hydroxycinnamic acid;Sinapinic acid;
PSA 75.99000
LogP 1.50720

Synthetic route

: C19H30O6

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With potassium tert-butylate In isopropyl alcohol at 120℃; for 24h;	94%

: 141-82-2
malonic acid

: 134-96-3
syringic aldehyde

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With aniline In pyridine at 60℃; Darkness;	85%
Stage #1: malonic acid; syringic aldehyde With piperazine; pyridine; p-toluidine In toluene at 80℃; for 3h; Stage #2: With potassium carbonate In water; toluene at 20℃; for 0.166667h;	83.7%
With piperidine; pyridine

: 85364-71-2
3-methyl-4-nitro-5-<2-(3,5-dimethoxy-4-hydroxyphenyl)ethenyl>isoxazole

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With sodium hydroxide for 2h; Heating;	72.9%

: 110233-74-4
ethyl-(4'-acetoxy-3',5'-dimethoxyphenyl)-prop-2-enoate

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide In water Heating;

: 131189-50-9
alatanin 1

A: 47845-44-3
cyanidin 3-O-gentiobioside

B: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With hydrogenchloride at 60℃; for 24h;

: O-sinapoylcholine

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With sodium hydroxide Heating;

: 1,2,2'-tri-O-(E)-sinapoyl-β-gentiobiose

A: 536-11-8, 645-03-4, 902-54-5, 3031-35-4, 4604-26-6, 5340-95-4, 5995-99-3, 5996-00-9, 13299-20-2, 13299-21-3, 15548-40-0, 16750-26-8, 16967-97-8, 23339-29-9, 24822-33-1, 33428-65-8, 34674-94-7, 35867-21-1, 37169-69-0, 37169-72-5, 38533-27-6, 50271-70-0, 65207-30-9, 82729-73-5, 95463-59-5, 100427-99-4, 100430-37-3, 100483-14-5, 102572-70-3, 110658-40-7, 123809-47-2, 140461-60-5, 143615-15-0
gentibiose

B: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With sodium hydroxide for 24h; Ambient temperature;

: quercetin 3-<6-sinapyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside>

A: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

B: 38681-85-5
5,7-dihydroxy-3-[β-D-glucopyranosyl-(1->2)-β-D-glucopyranosyl-(1->2)-β-D-glucopyranosyl]-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With sodium hydroxide In sodium hydroxide for 24h; Product distribution; Ambient temperature; other reagent;

trimethyl-<2-(4-hydroxy-3.5-dimethoxy-trans-cinnamoyloxy)-ethyl>-ammonium iodide: trimethyl-<2-(4-hydroxy-3.5-dimethoxy-trans-cinnamoyloxy)-ethyl>-ammonium iodide

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 6'''-sinapoylsaponarin

A: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

B: saponarin

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 60℃; for 4h;

: 53669-33-3
4-acetoxy-3,5-dimethoxybenzaldehyde

: 127-09-3
sodium acetate

: 108-24-7
acetic anhydride

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
Stage #1: 4-acetoxy-3,5-dimethoxybenzaldehyde; sodium acetate; acetic anhydride at 145 - 150℃; for 12h; Perkin Reaction; Stage #2: With sodium hydroxide; water Stage #3: With hydrogenchloride In water pH=3; Product distribution / selectivity;

...Expand

: 134-96-3
syringic aldehyde

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 37.6 percent / piperidine 2: 72.9 percent / 1 N aq. NaOH / 2 h / Heating View Scheme

: 149-61-1, 3343-77-9, 3343-78-0, 6204-95-1, 26374-07-2
malate

: 78185-48-5
trans-p-sinapoyl β-D-glucopyranoside

A: sinapoyl-L-malate

B: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
1-O-sinapoyl-β-glucose:L-malate sinapoyltransferase In dimethyl sulfoxide at 30℃; pH=6.0;

...Expand

: 149-61-1, 3343-77-9, 3343-78-0, 6204-95-1, 26374-07-2
malate

: 78185-48-5
trans-p-sinapoyl β-D-glucopyranoside

A: sinapoyl-L-malate

B: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

C: 1(E),2(E)-di-O-sinapoyl β-D-glucopyranoside

Conditions

Conditions	Yield
1-O-sinapoyl-β-glucose:L-malate sinapoyltransferase In dimethyl sulfoxide at 30℃; pH=8.0;

...Expand

: 78185-48-5
trans-p-sinapoyl β-D-glucopyranoside

A: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

B: 1(E),2(E)-di-O-sinapoyl β-D-glucopyranoside

Conditions

Conditions	Yield
1-O-sinapoyl-β-glucose:L-malate sinapoyltransferase In dimethyl sulfoxide at 30℃; pH=6.0;

: 1062606-23-8
(8R,7'S,8'R)-5,5'-dimethoxylariciresinol 9'-O-β-D-(6-O-E-4-hydroxy-3,5-dimethoxycinnamoyl)glucopyranoside

A: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

B: (7S,8R,8’R)-4,9,4’-trihydroxy-3,5,3’,5’-tetramethoxy-7,9’-epoxylignan 9-O-β-D-glucopyranoside

Conditions

Conditions	Yield
With sodium hydroxide; water at 20℃; for 1h; Inert atmosphere;

: 1276682-51-9
3-α-trans-sinapoyloxyjhanol 18-O-β-D-glucopyranoside

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With methanol; potassium hydroxide for 5h; Reflux;

Organosolv-beech-lignin: Organosolv-beech-lignin

A: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

B: 530-55-2
2,6-dimethoxy-p-quinone

C: 121-34-6
3-methoxy-4-hydroxybenzoic acid

D: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

E: 121-33-5
vanillin

F: 134-96-3
syringic aldehyde

Conditions

Conditions	Yield
With manganese(II) nitrate at 100℃; under 6000.6 Torr; Ionic liquid; Autoclave;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 1359001-20-9
4-O-[(E)-4-hydroxy-3,5-dimethoxycinnamoyl]bergenin

A: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

B: 20329-96-8
methyl 3,4,5-trimethoxycinnamate

Conditions

Conditions	Yield
Stage #1: 4-O-[(E)-4-hydroxy-3,5-dimethoxycinnamoyl]bergenin With trifluoroacetic acid In water for 40h; Reflux; Stage #2: diazomethane In diethyl ether at 4℃; for 3h;

...Expand

: peonidin 3-O-[2-O-(2-O-(trans-sinapoyl)-glucosyl)-6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

A: 2280-44-6
D-Glucose

B: 141-82-2
malonic acid

C: 7400-08-0
p-Coumaric Acid

D: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

E: 134-01-0
peonidin chloride

Conditions

Conditions	Yield
With hydrogenchloride; water at 100℃; for 1h;

...Expand

: 28343-22-8
canolol

: 298-14-6
potassium hydrogencarbonate

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With phenolic acid decarboxylase from Pantoea sp. In aq. phosphate buffer; acetonitrile at 30℃; for 24h; pH=8.5; Reagent/catalyst; Sealed tube; Enzymatic reaction;

: C17H22O10

A: 50-99-7
D-glucose

B: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
With water; trifluoroacetic acid

: oxypetalumoside I

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

Conditions

Conditions	Yield
Alkaline conditions;

: 67-56-1
methanol

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 42041-51-0
methyl (E)-sinapate

Conditions

Conditions	Yield
With sulfuric acid for 24h; Reflux;	100%
With sulfuric acid Reflux;	100%
With sulfuric acid for 6h; Reflux;	100%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 26350-60-7, 52802-10-5
trans-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

Conditions

Conditions	Yield
With oxygen In water for 24h; var. pH; also with var. antioxidants;	100%
With air In water
With air; phosphate-boric acid buffer at 22℃; pH=7; Kinetics; Further Variations:; pH-values; Reagents; Oxidation;
Multi-step reaction with 3 steps 1: AcCl / 16 h 2: 52 percent / aq. FeCl3 / methanol / 48 h 3: 60 percent / aq. NaOH / 16 h / 20 °C View Scheme

: 127-07-1
N-hydroxyurea

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 1-hydroxy-1-((E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acryloyl)urea

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 2.5h; Inert atmosphere;	100%

: 64-17-5
ethanol

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 41628-47-1
ethyl (2E)-3-[4-hydroxy-3,5-bis(methyloxy)phenyl]-2-propenoate

Conditions

Conditions	Yield
With acetyl chloride for 12h;	98%
With sulfuric acid at 100℃; for 5.5h;	93.6%
With hydrogenchloride In water Reflux;	83%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 14897-78-0
dihydrosinapic acid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 25℃; under 2585.81 Torr;	94%
With sodium hydroxide anschliessend Behandeln mit einer Nickel-Aluminium-Legierung;
With ethanol; nickel at 110℃; under 110326 Torr; Hydrogenation;
With hydrogen; palladium on activated charcoal for 3h;
With hydrogen; 5%-palladium/activated carbon In ethanol at 120℃; under 76005.1 Torr; for 5h;

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 108-24-7
acetic anhydride

: 90985-68-5, 113158-15-9
(E)-4-acetoxy-3,5-dimethoxycinnamic acid

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h;	94%
With pyridine at 20℃;	70%
With pyridine at 100℃; for 3h;

: 229026-06-6
ethyl 2-[N-methyl-N-(octyloxyacetyl)amino]-4-aminobenzoate

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: ethyl 2-[N-methyl-N-(octyloxyacetyl)amino]-4-[(3,5-dimethoxy-4-hydroxycinnamoyl)amino]-benzoate

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene	94%

: 112-92-5
1-octadecanol

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 1173709-52-8
trans-octadecyl 3-(3,5-dimethoxy-4-hydroxyphenyl)propenoate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction;	90%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1270043-91-8
dimethyl (2S,2E)-2-((3-(4-hydroxy-3,5-dimethoxyphenyl)acryloyl)oxy)succinate

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid With 1H-imidazole In N,N-dimethyl-formamide Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 0℃; for 1h; Stage #3: With potassium carbonate In tetrahydrofuran; methanol; water	86%
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Stage #2: With potassium carbonate In methanol; water at 20℃; for 0.5h;	72.9%

: 501-94-0
p-hydroxyphenethyl alcohol

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 1428533-02-1
Tyrosol synapate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 48h; Mitsunobu Displacement; chemoselective reaction;	85%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-(methylthio)benzenesulfonamide

: (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-((2S,3R)-3-hydroxy-4-((N-isobutyl-4-(methylthio)phenyl)sulfonamido)-1-phenylbutan-2-yl)acrylamide

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-(methylthio)benzenesulfonamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 1.16667h; Inert atmosphere; Stage #2: With dmap In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;	85%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-4-methoxy-N-propylbenzenesulfonamide

: (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-((2S,3R)-3-hydroxy-4-((4-methoxy-N-propylphenyl)sulfonamido)-1-phenylbutan-2-yl)acrylamide

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-4-methoxy-N-propylbenzenesulfonamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 1.16667h; Inert atmosphere; Stage #2: With dmap In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;	84%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 557795-19-4
sunitinib

: sunitinib sinapinate

Conditions

Conditions	Yield
In methanol at 25 - 35℃; for 0.25h;	83%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 159005-71-7
N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

: (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-((2S,3R)-3-hydroxy-4-((N-isobutyl-4-methoxyphenyl)sulfonamido)-1-phenylbutan-2-yl)acrylamide

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 1.16667h; Inert atmosphere; Stage #2: With dmap In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;	83%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-6-methoxypyridine-3-sulfonamide

: (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-((2S,3R)-3-hydroxy-4-((N-isobutyl-6-methoxypyridine)-3-sulfonamido)-1-phenylbutan-2-yl)acrylamide

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-6-methoxypyridine-3-sulfonamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 1.16667h; Inert atmosphere; Stage #2: With dmap In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;	82%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 86945-25-7
4-(2-aminoethyl)-1-(phenylmethyl)piperidine

: (E)-N-(2-(1-benzylpiperidin-4-yl)ethyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 12h;	80%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 490-78-8
2,5-Dihydroxyacetophenone

: (E)-2-acetyl-4-hydroxyphenyl 3-(4-hydroxy-3,5-dimethoxyphenyl)acrylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 48h; Mitsunobu Displacement; chemoselective reaction;	80%

: 1190-73-4
2-(acetylamino)ethanethiol

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 3-(4-hydroxy-3,5-dimethoxy-phenyl)-thioacrylic acid S-(2-acetylamino-ethyl) ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	79%

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

: 3959-05-5
2-bromobenzylamine

: 64904-47-8
2-benzoyloxyacetaldehyde

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 2-{(2-bromobenzyl)[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]amino}-3-(tert-butylamino)-3-oxopropyl benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromobenzylamine; 2-benzoyloxyacetaldehyde With hydrogenchloride; triethylamine In methanol at 20℃; for 1h; Ugi Condensation; Inert atmosphere; Stage #2: tert-butylisonitrile; trans-3,5-dimethoxy-4-hydroxycinnamic acid In methanol at 20℃; for 48h; Ugi Condensation; Inert atmosphere;	79%

...Expand

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isopropyl-4-methoxybenzenesulfonamide

: (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-((2S,3R)-3-hydroxy-4-((N-isopropyl-4-methoxyphenyl)sulfonamido)-1-phenylbutan-2-yl)acrylamide

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isopropyl-4-methoxybenzenesulfonamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 1.16667h; Inert atmosphere; Stage #2: With dmap In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;	79%

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

: 64904-47-8
2-benzoyloxyacetaldehyde

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 89525-51-9
(2-bromo-4,5-dimethoxyphenyl)methanamine

: 2-{(2-bromo-4,5-dimethoxybenzyl)[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]amino}-3-(tert-butylamino)-3-oxopropyl benzoate

Conditions

Conditions	Yield
Stage #1: 2-benzoyloxyacetaldehyde; (2-bromo-4,5-dimethoxyphenyl)methanamine With hydrogenchloride; triethylamine In methanol at 20℃; for 1h; Ugi Condensation; Inert atmosphere; Stage #2: tert-butylisonitrile; trans-3,5-dimethoxy-4-hydroxycinnamic acid In methanol at 20℃; for 48h; Ugi Condensation; Inert atmosphere;	78%

...Expand

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-cyclopropyl-4-methoxybenzenesulfonamide

: (E)-N-((2S,3R)-4-((N-cyclopropyl-4-methoxyphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylamide

Conditions

Conditions	Yield
Stage #1: trans-3,5-dimethoxy-4-hydroxycinnamic acid; N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-cyclopropyl-4-methoxybenzenesulfonamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 1.16667h; Inert atmosphere; Stage #2: With dmap In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;	78%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 108-98-5
thiophenol

: 56254-03-6
-3 thiopropene-2 oate de S-phenyle

Conditions

Conditions	Yield
With fluoro-2 methyl-1 pyridinium; triethylamine In dichloromethane at -20℃; for 2h;	77%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 100-39-0
benzyl bromide

: (E)-8-(4-Benzyloxy-3,5-dimethoxystyryl)-1,3-dipropylxanthine

Conditions

Conditions	Yield
With sodium hydroxide; sodium chloride; potassium carbonate In N-methyl-acetamide; ethanol; water	77%
With sodium hydroxide; sodium chloride; potassium carbonate In N-methyl-acetamide; ethanol; water	77%

: 931-53-3
Cyclohexyl isocyanide

: 3959-05-5
2-bromobenzylamine

: 64904-47-8
2-benzoyloxyacetaldehyde

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 2-{(2-bromobenzyl)[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]amino}-3-(cyclohexylamino)-3-oxopropyl benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromobenzylamine; 2-benzoyloxyacetaldehyde With hydrogenchloride; triethylamine In methanol at 20℃; for 1h; Ugi Condensation; Inert atmosphere; Stage #2: Cyclohexyl isocyanide; trans-3,5-dimethoxy-4-hydroxycinnamic acid In methanol at 20℃; for 48h; Ugi Condensation; Inert atmosphere;	76%

...Expand

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 142332-70-5
3-(3,4-dimethylphenyl)propylamine

: 3-(3,5-dimethoxy-4-hydroxyphenyl)-N-[3-(3,4-dimethylphenyl)propyl]acrylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In acetonitrile at 0 - 20℃;	75%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

A: 134-96-3
syringic aldehyde

B: 3,6-dihydroxy-2,4-dimethoxy-7H-benzocyclohepten-7-one

Conditions

Conditions	Yield
With Ankistrodesmus braunii C202.7a Microbiological reaction;	A 5% B 75%

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

: 41514-36-7, 63324-54-9, 63427-87-2, 65167-29-5
2,6-bis(4'-hydroxy-3',5'-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane-4,8-dione

Conditions

Conditions	Yield
With iron(III) chloride In ethanol at 20℃; for 1h;	75%

4-Hydroxy-3,5-dimethoxycinnamic acid Chemical Properties

IUPAC Name:(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
Molecular Formula:C₁₁H₁₂O₅
Molecular Weight:224.209980 g/mol
Appearance:yellow to yellow-beige crystalline powder
Melting Point:203-205 °C (dec.)(lit.)
Density:1.307 g/cm³
Flash Point:158.6 °C
Enthalpy of Vaporization:69.04 kJ/mol
Boiling Point:403.4 °C at 760 mmHg
Vapour Pressure:3.12E-07 mmHg at 25 °C
Water Solubility:7082 mg/L at 25 °C
EINECS:208-487-3
Synonyms of 4-Hydroxy-3,5-dimethoxycinnamic acid(530-59-6):
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid;2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-;3,5-dimethoxy-4-hydroxycinnamicacid(sinapinicacid);3,5-dimethoxy-4-hydroxycinnamicacid,predominantlytransisomer;trans-3,5-Dimethoxy-4-hydroxycinnamic acid;4-HYDROXY-3,5-DIMETHOXYCINNAMIC ACID;3,5-DIMETHOXY-4-HYDROXY-TRANS-CINNAMIC ACID;3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID
Categories of 4-Hydroxy-3,5-dimethoxycinnamic acid(530-59-6):
Aromatic Cinnamic Acids, Esters and Derivatives;Analytical Chemistry;Mass Spectrometry;Matrix Materials (MALDI-TOF-MS)

4-Hydroxy-3,5-dimethoxycinnamic acid Safety Profile

Safety Information of 4-Hydroxy-3,5-dimethoxycinnamic acid(530-59-6):
Hazard Codes:Xi

Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
37/39:Wear suitable gloves and eye/face protection
WGK Germany:3
Hazard Note:Irritant

4-Hydroxy-3,5-dimethoxycinnamic acid Specification

First Aid Measures of 4-Hydroxy-3,5-dimethoxycinnamic acid(530-59-6):
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:Get medical aid. Wash mouth out with water.
Inhalation:Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.

Storage of 4-Hydroxy-3,5-dimethoxycinnamic acid(530-59-6):
Store in a cool, dry place. Store in a tightly closed container.

Product Name

4-Hydroxy-3,5-dimethoxycinnamic acid

Synthetic route

4-Hydroxy-3,5-dimethoxycinnamic acid Chemical Properties

4-Hydroxy-3,5-dimethoxycinnamic acid Safety Profile

4-Hydroxy-3,5-dimethoxycinnamic acid Specification

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