• Name

  Methyl syringate

• EINECS 429-050-5
• CAS No. 884-35-5
• Article Data33
• CAS DataBase
• Density 1.221 g/cm³
• Solubility Soluble in alcohol, ether, slightly soluble in water
• Melting Point 103-107 °C
• Formula C₁₀H₁₂O₅
• Boiling Point 339.9 °C at 760 mmHg
• Molecular Weight 212.202
• Flash Point 132.4 °C
• Transport Information
• Appearance beige powder
• Safety 37/39-26
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms DeniLite II Assist;Methyl 3,5-dimethoxy-4-hydroxybenzoate;Methyl4-hydroxy-3,5-dimethoxybenzoate;NSC 16946;NSC 611398;Novoprime F 258;Syringicacid, methyl ester (6CI);4-Hydroxy-3,5-dimethoxybenzoic acid methyl ester;
• PSA 64.99000
• LogP 1.19600

Synthetic route

67-56-1

methanol

530-57-4

3,5-dimethoxy-4-hydroxybenzoic acid

884-35-5

methyl syringate

Conditions

Conditions	Yield
With sulfuric acid for 6h; Reflux;	100%
With sulfuric acid for 3h; Reflux;	96%
With thionyl chloride at 50℃; for 18h;	96%

1916-07-0

3,4,5-trimethoxybenzoic acid methyl ester

884-35-5

methyl syringate

Conditions

Conditions	Yield
With iodine; magnesium In diethyl ether; dichloromethane at 80℃; for 1h;	100%
Stage #1: 3,4,5-trimethoxybenzoic acid methyl ester With aluminum (III) chloride In dichloromethane at 20℃; Stage #2: With hydrogenchloride; water In dichloromethane; chloroform	98%
Stage #1: 3,4,5-trimethoxybenzoic acid methyl ester With aluminum (III) chloride In dichloromethane at 20℃; Stage #2: With hydrogenchloride In chloroform	98%

67-56-1

methanol

61040-81-1

4-methyl-3,5-dimethoxybenzoic acid

884-35-5

methyl syringate

Conditions

Conditions	Yield
With thionyl chloride at 0℃; Reflux;	95%

27065-65-2

methyl 4-benzyloxy-3,5-dimethoxybenzoate

884-35-5

methyl syringate

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol at 0℃;	90%
With palladium on activated charcoal; ethanol Hydrogenation;
With hydrogen; palladium on activated charcoal

1147-85-9

methyl 4-(allyloxy)-3,5-dimethoxybenzoate

884-35-5

methyl syringate

Conditions

Conditions	Yield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 2h; Ambient temperature;	90%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol at 0℃;	88%

methyl 3,5-dimethoxy-4-methoxymethoxybenzoate

A

530-57-4

3,5-dimethoxy-4-hydroxybenzoic acid

B

884-35-5

methyl syringate

Conditions

Conditions	Yield
With ethylene glycol at 120℃; for 1h;	A 10% B 78%

186581-53-3, 908094-01-9

diazomethane

86450-76-2

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

A

884-35-5

methyl syringate

B

64421-28-9

shanzhiside methyl ester

Conditions

Conditions	Yield
With sodium hydroxide 1.) methanol, room temperature, 4 d; Multistep reaction;

...Expand

67-56-1

methanol

86450-76-2

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

884-35-5

methyl syringate

Conditions

Conditions	Yield
With sodium hydroxide for 96h; Ambient temperature;

130774-07-1

Methyl syringate 4-O-α-L-rhamnopyranoside

884-35-5

methyl syringate

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water for 1h; Heating;	15 mg

86450-76-2

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

A

884-35-5

methyl syringate

B

29836-27-9

shanzhiside

Conditions

Conditions	Yield
With sodium hydroxide In methanol Ambient temperature;

7647-01-0

hydrogenchloride

67-56-1

methanol

6318-20-3

O-acetylsyringic acid

884-35-5

methyl syringate

...Expand

136112-50-0

2-Methoxyhydroquinone 4-O-<6-O-(4-O-α-L-rhamnopyranosyl)-syringyl>-β-D-glucopyranoside

884-35-5

methyl syringate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 59 mg / K2CO3 / Ambient temperature 2: 15 mg / aq. HCl / dioxane; H2O / 1 h / Heating View Scheme

Coniferin 6'-O-(4-O-α-L-rhamnopyranosyl)-syringate

884-35-5

methyl syringate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 52 mg / K2CO3 / 0.5 h / Ambient temperature 2: 15 mg / aq. HCl / dioxane; H2O / 1 h / Heating View Scheme

118-41-2

Eudesmic acid

884-35-5

methyl syringate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid / im geschlossenen Rohr 2: HCl View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid / 24 h / Reflux; Inert atmosphere 2: boron trichloride / dichloromethane / 30 h / -10 - 20 °C / Inert atmosphere View Scheme

Methyl syringate Chemical Properties

Methyl syringate Safety Profile