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2746-25-0

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2746-25-0 Usage

Chemical Properties

Colorless to light yellow liquid

Uses

4-Methoxybenzyl Bromide is a useful reactant in studying diarylpyrazoles as cyclooxygenase 2 inhibitors.

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 4469, 1990 DOI: 10.1021/jo00301a051Synthetic Communications, 6, p. 109, 1976 DOI: 10.1080/00397917608072618

Check Digit Verification of cas no

The CAS Registry Mumber 2746-25-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,7,4 and 6 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2746-25:
(6*2)+(5*7)+(4*4)+(3*6)+(2*2)+(1*5)=90
90 % 10 = 0
So 2746-25-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H9BrO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6H2,1H3

2746-25-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(bromomethyl)-4-methoxybenzene

1.2 Other means of identification

Product number -
Other names 1-(Bromomethyl)-4-methoxybenzene (4-(Bromomethyl)anisole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:2746-25-0 SDS

2746-25-0Synthetic route

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With hydrogen bromide In benzene at 78℃; for 1h; Bromination;100%
With hydrogen bromide In benzene at 78℃; for 1h;100%
With phosphorus tribromide In diethyl ether at 0℃; for 2h;100%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

A

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

B

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII); sodium bromide In acetic acid for 10h; Ambient temperature;A 99%
B 1%
4-Methylanisole
104-93-8

4-Methylanisole

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; dibenzoyl peroxide In Diethyl carbonate for 0.25h; Reflux; Microwave irradiation;98%
With sodium bromate; 2,2'-azobis-(2,4-dimethylvaleronitrile); sulfuric acid; sodium bromide In dichloromethane; water Reflux;92%
With N-Bromosuccinimide; trityl tetrafluoroborate In dichloromethane; benzene at 20℃; Irradiation; Inert atmosphere; chemoselective reaction;75%
4-Methylanisole
104-93-8

4-Methylanisole

A

2-bromo-4-methylanisole
22002-45-5

2-bromo-4-methylanisole

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; dibenzoyl peroxide In various solvent(s) at 90 - 95℃; for 1h; Wohl-Ziegler bromination;A 95%
B 5%
2-(4-methoxy-benzyloxy)-tetrahydro-pyran
18494-82-1

2-(4-methoxy-benzyloxy)-tetrahydro-pyran

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With 4-aminophenyl diphenylphosphinite; bromine In dichloromethane at 20℃; for 0.5h;95%
trimethyl(4-methoxybenzyloxy)silane
14629-56-2

trimethyl(4-methoxybenzyloxy)silane

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With 4-aminophenyl diphenylphosphinite; bromine In dichloromethane at 20℃;95%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With bromine; trimethylamine borane In chloroform at 0 - 5℃; for 0.0333333h;86%
With chloro-trimethyl-silane; 1,1,3,3-Tetramethyldisiloxane; lithium bromide; zinc(II) chloride In acetonitrile at 80℃; for 0.25h;84%
With Dichloromethylsilane; phosphorus tribromide; iron(III) chloride In acetonitrile for 4h; Heating;55%
ammonium acetate
631-61-8

ammonium acetate

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

A

p-methoxybenzyl acetate
104-21-2

p-methoxybenzyl acetate

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; triphenylphosphine In acetonitrile at 20℃; for 1.9h; Cooling with ice;A 86%
B 6%
4-methoxy-1-(methoxymethoxy)methyl benzene
92565-78-1

4-methoxy-1-(methoxymethoxy)methyl benzene

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;81%
tert-butyl((4-methoxybenzyl)oxy)dimethylsilane
101803-60-5

tert-butyl((4-methoxybenzyl)oxy)dimethylsilane

dibromotriphenylphosphorane
1034-39-5

dibromotriphenylphosphorane

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
In dichloromethane for 15h; Ambient temperature;80%
4-methoxy-1-[(ethoxymethoxy)methyl]benzene
1058649-04-9

4-methoxy-1-[(ethoxymethoxy)methyl]benzene

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;79%
butyraldehyde
123-72-8

butyraldehyde

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

A

p-methoxybenzyl butyrate
6963-56-0

p-methoxybenzyl butyrate

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

C

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; bromine; sodium hydrogencarbonate In dichloromethane; waterA 50%
B 27%
C 16%
4-Methylanisole
104-93-8

4-Methylanisole

A

3-bromo-4-methylanisole
36942-56-0

3-bromo-4-methylanisole

B

2-bromo-4-methylanisole
22002-45-5

2-bromo-4-methylanisole

C

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With hydrogen bromide; sodium bromide In chloroform; water at 0 - 2℃; Electrolysis;A 37%
B 39%
C 12%
(4-methoxy-benzyl)-trimethyl-silane
17988-20-4

(4-methoxy-benzyl)-trimethyl-silane

A

4-Methylanisole
104-93-8

4-Methylanisole

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With hydrogen bromide; bromine In acetic acid Quantum yield; Product distribution; Ambient temperature; Irradiation; variation of concentration of Br2 and HBr;A 9.6%
B 1%
tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

4-Methylanisole
104-93-8

4-Methylanisole

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

bromocyane
506-68-3

bromocyane

N-benzyl-1-(4-methoxyphenyl)-N-methylmethanamine
415921-79-8

N-benzyl-1-(4-methoxyphenyl)-N-methylmethanamine

A

N-benzyl-N-methyl cyanamide
34065-04-8

N-benzyl-N-methyl cyanamide

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

bromocyane
506-68-3

bromocyane

N-methyl-N-(4-methyl)benzyl-(4-methoxy)benzylamine
857825-44-6

N-methyl-N-(4-methyl)benzyl-(4-methoxy)benzylamine

A

methyl-(4-methyl-benzyl)-carbamonitrile
52245-36-0

methyl-(4-methyl-benzyl)-carbamonitrile

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

bromocyane
506-68-3

bromocyane

(4-methoxy-benzyl)-methyl-(4-phenyl-benzyl)-amine

(4-methoxy-benzyl)-methyl-(4-phenyl-benzyl)-amine

A

methyl-(4-phenyl-benzyl)-carbamonitrile

methyl-(4-phenyl-benzyl)-carbamonitrile

B

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-methoxybenzyl iodide
70887-29-5

4-methoxybenzyl iodide

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Δ G;
2-(4-methoxyphenyl)acetic anhydride
3951-10-8

2-(4-methoxyphenyl)acetic anhydride

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
Yield given. Multistep reaction;
(4-methoxy-benzyl)-trimethyl-silane
17988-20-4

(4-methoxy-benzyl)-trimethyl-silane

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With bromine; sodium acetate In acetic acid Irradiation;
4-Methylanisole
104-93-8

4-Methylanisole

Diethyl 2-bromomalonate
685-87-0

Diethyl 2-bromomalonate

A

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

B

diethyl malonate
105-53-3

diethyl malonate

Conditions
ConditionsYield
In benzene at 70℃; Product distribution; Mechanism; Irradiation; other substituted toluenes, unsubstituted alkylbenzenes and substituted cumenes;
p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Δ G;
With sodium bromide In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;
With sodium bromide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
With sodium bromide In N,N-dimethyl-formamide at 25℃; for 2h; Inert atmosphere;
4-methoxyphenyl-acetic chloride
4693-91-8

4-methoxyphenyl-acetic chloride

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
Yield given. Multistep reaction;
hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

chloroform
67-66-3

chloroform

bromine
7726-95-6

bromine

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

A

formaldehyd
50-00-0

formaldehyd

B

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

C

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

p-cresol
106-44-5

p-cresol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / tetrahydrofuran / 25 °C
1.2: tetrahydrofuran / 20 °C
2.1: NBS; AIBN / CCl4 / Irradiation
View Scheme
p-cresol
106-44-5

p-cresol

3-nitro-benzene-sulfenic acid-(1)-chloride

3-nitro-benzene-sulfenic acid-(1)-chloride

A

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

B

sodium-compound of 2-ethyl-acetoacetic acid ethyl ester

sodium-compound of 2-ethyl-acetoacetic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) Na
2: NBS
View Scheme
ice-H2 O

ice-H2 O

diethyl ether
60-29-7

diethyl ether

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With hydrogen bromide
pyridine
110-86-1

pyridine

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

N-(4-methoxybenzyl)pyridinium bromide
112503-29-4

N-(4-methoxybenzyl)pyridinium bromide

Conditions
ConditionsYield
In acetone; benzene at 20℃; for 24h;100%
In nitrobenzene at 40℃; Rate constant; Mechanism;
With ethanol
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

triphenylphosphine
603-35-0

triphenylphosphine

((4-methoxyphenyl)methyl)triphenylphosphonium bromide
1530-38-7

((4-methoxyphenyl)methyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In benzene for 24h; Ambient temperature;100%
In toluene at 110℃;99%
In toluene for 10h; Inert atmosphere; Reflux;98%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

2',3'-O-isopropylidene-5-fluorouridine
2797-17-3

2',3'-O-isopropylidene-5-fluorouridine

2',3'-O-Isopropylidene-3-(4-methoxybenzyl)-5-fluorouridine
129141-66-8

2',3'-O-Isopropylidene-3-(4-methoxybenzyl)-5-fluorouridine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 3h; Ambient temperature;100%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 5h; Ambient temperature; Yield given;
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

Conditions
ConditionsYield
With sodium azide In tetrahydrofuran; water at 80℃; for 3h; Inert atmosphere;100%
With sodium azide; potassium iodide In acetonitrile for 16h; Reflux; Inert atmosphere;100%
With sodium azide In dimethyl sulfoxide at 80℃;100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

triethyl phosphite
122-52-1

triethyl phosphite

diethyl 4-methoxybenzylphosphonate
1145-93-3

diethyl 4-methoxybenzylphosphonate

Conditions
ConditionsYield
In water at 80℃; for 5h; Inert atmosphere;100%
Reflux;99%
for 5h; Heating;95%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation;100%
With dihydrogen peroxide In ethanol for 4h; Reflux; Green chemistry;96%
With pyridine N-oxide for 0.0111111h; Irradiation; with microwave irradiation;92%
homoalylic alcohol
627-27-0

homoalylic alcohol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

1-(4-methoxybenzyloxy)-3-butene
142860-83-1

1-(4-methoxybenzyloxy)-3-butene

Conditions
ConditionsYield
Stage #1: homoalylic alcohol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.0833333h;
Stage #2: p-Methoxybenzyl bromide In tetrahydrofuran at 0℃; for 1h;
100%
Stage #1: homoalylic alcohol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: p-Methoxybenzyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 0 - 20℃; for 17h; Inert atmosphere;
100%
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 12h;96%
(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane
87318-96-5

(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

(S)-4-[(R)-2-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane
397886-48-5

(S)-4-[(R)-2-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

Conditions
ConditionsYield
Stage #1: (4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;
Stage #2: p-Methoxybenzyl bromide In N,N-dimethyl-formamide at 20℃;
100%
Stage #1: (4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;
Stage #2: p-Methoxybenzyl bromide In N,N-dimethyl-formamide at 20℃; Further stages.;
100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole
101226-33-9

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

1-(4-methoxybenzyl)-3-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazolium bromide

1-(4-methoxybenzyl)-3-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazolium bromide

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 2h;100%
tetrahydropyran-2-yl 4,6-O-(4-methoxyphenyl)methylidene-5-deoxy-5-thio-α-D-glucopyranoside
865166-82-1

tetrahydropyran-2-yl 4,6-O-(4-methoxyphenyl)methylidene-5-deoxy-5-thio-α-D-glucopyranoside

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

tetrahydropyran-2-yl 2,3-di-O-(4-methoxyphenyl)methyl-4,6-O-(4-methoxyphenyl)methylidene-5-deoxy-5-thio-α-D-glucopyranoside
865166-84-3

tetrahydropyran-2-yl 2,3-di-O-(4-methoxyphenyl)methyl-4,6-O-(4-methoxyphenyl)methylidene-5-deoxy-5-thio-α-D-glucopyranoside

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; toluene at 20℃; for 2h;100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester
65547-91-3

2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester

ethyl 2-amino-1-[(4-methoxybenzyl)oxy]-1H-indole-3-carboxylate

ethyl 2-amino-1-[(4-methoxybenzyl)oxy]-1H-indole-3-carboxylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃;100%
(S)-3,7-dimethyl-6-octen-1-ol
7540-51-4

(S)-3,7-dimethyl-6-octen-1-ol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

(S)-4-methoxybenzyl 3,7-dimethyl-6-octenyl ether
934704-86-6

(S)-4-methoxybenzyl 3,7-dimethyl-6-octenyl ether

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 48h; Heating;100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

coumarin 2
26078-25-1

coumarin 2

7-[ethyl-(4-methoxy-benzyl)amino]-4,6-dimethyl-chromen-2-one
873795-53-0

7-[ethyl-(4-methoxy-benzyl)amino]-4,6-dimethyl-chromen-2-one

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide Heating;100%
methyl 1-butyl-4,5-bis(4-chlorophenyl)-4,5-dihydro-1H-imidazole-4-carboxylate

methyl 1-butyl-4,5-bis(4-chlorophenyl)-4,5-dihydro-1H-imidazole-4-carboxylate

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

1-butyl-4,5-bis(4-chlorophenyl)-3-(4-methoxybenzyl)-4-(methoxycarbonyl)-4,5-dihydro-1H-imidazolium iodide
1255528-46-1

1-butyl-4,5-bis(4-chlorophenyl)-3-(4-methoxybenzyl)-4-(methoxycarbonyl)-4,5-dihydro-1H-imidazolium iodide

Conditions
ConditionsYield
With sodium iodide In acetone at 20℃; for 18h;100%
2,3-bis(methoxycarbonyl)phenol
36669-02-0

2,3-bis(methoxycarbonyl)phenol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

3-(4-methoxy-benzyloxy)-phthalic acid dimethyl ester
1061606-47-0

3-(4-methoxy-benzyloxy)-phthalic acid dimethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating / reflux;100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

ethyl 3-trifluoromethyl-1H-pyrazole-4-carboxylate
155377-19-8

ethyl 3-trifluoromethyl-1H-pyrazole-4-carboxylate

ethyl 1-[(4-methoxyphenyl)methyl]-3-(trifluoromethyl)pyrazole-4-carboxylate
1105039-92-6

ethyl 1-[(4-methoxyphenyl)methyl]-3-(trifluoromethyl)pyrazole-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Inert atmosphere;100%
2-hydroxy-5-formylbenzoic acid
616-76-2

2-hydroxy-5-formylbenzoic acid

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

C16H14O5
1251530-68-3

C16H14O5

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 24h;100%
(1R)-N-[(2-benzyloxy)-1-(hydroxymethyl)ethyl]chloromethane sulphonamide
1189331-99-4

(1R)-N-[(2-benzyloxy)-1-(hydroxymethyl)ethyl]chloromethane sulphonamide

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

C19H24ClNO5S
1251834-16-8

C19H24ClNO5S

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;100%
C19H20N2
946415-03-8

C19H20N2

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

C27H29N2O(1+)*I(1-)
1255528-58-5

C27H29N2O(1+)*I(1-)

Conditions
ConditionsYield
With sodium iodide In acetone at 20℃; for 18h;100%
4-cyanobenzenethiol
36801-01-1

4-cyanobenzenethiol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-[(4-methoxybenzyl)thio]benzonitrile
1257086-86-4

4-[(4-methoxybenzyl)thio]benzonitrile

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 18h;100%
2-iodo-N-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)benzamide
1073143-37-9

2-iodo-N-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)benzamide

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

C24H18F6INO3
1073143-41-5

C24H18F6INO3

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide100%
C21H34O5Si
1338989-55-1

C21H34O5Si

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

C29H42O6Si
1338989-56-2

C29H42O6Si

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran at 0 - 24℃;100%
N-(tert-butoxycarbonyl)-D-tyrosine
70642-86-3

N-(tert-butoxycarbonyl)-D-tyrosine

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-methoxybenzyl N-(tert-butoxycarbonyl)-D-tyrosinate
1417188-71-6

4-methoxybenzyl N-(tert-butoxycarbonyl)-D-tyrosinate

Conditions
ConditionsYield
Stage #1: N-(tert-butoxycarbonyl)-D-tyrosine With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;
Stage #2: p-Methoxybenzyl bromide In N,N-dimethyl-formamide at 20℃;
Stage #3: With acetic acid In water; ethyl acetate; N,N-dimethyl-formamide pH=5;
100%
Stage #1: N-(tert-butoxycarbonyl)-D-tyrosine With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;
Stage #2: p-Methoxybenzyl bromide In N,N-dimethyl-formamide at 20℃;
100%
2-bromo-6-methylbenzoic acid (S)-1-[(R)-1-hydroxyallyl]hexyl ester
1449522-84-2

2-bromo-6-methylbenzoic acid (S)-1-[(R)-1-hydroxyallyl]hexyl ester

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

(-)-2-bromo-6-methylbenzoic acid (S)-1-[(R)-1-(4-methoxybenzyloxy)allyl]hexyl ester
1449522-85-3

(-)-2-bromo-6-methylbenzoic acid (S)-1-[(R)-1-(4-methoxybenzyloxy)allyl]hexyl ester

Conditions
ConditionsYield
With potassium hexamethylsilazane; triethylamine In tetrahydrofuran; toluene at -78 - 20℃; for 1.5h; Inert atmosphere;100%
2-Hydroxybenzophenone
117-99-7

2-Hydroxybenzophenone

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

2'-(4-methoxylbenzyloxy)benzophenone

2'-(4-methoxylbenzyloxy)benzophenone

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 50℃;100%
With caesium carbonate In acetonitrile at 50℃; Inert atmosphere;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone at 55℃;65.6%
pyrrolidine
123-75-1

pyrrolidine

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

1-(4-methoxybenzyl)pyrrolidine
122439-15-0

1-(4-methoxybenzyl)pyrrolidine

Conditions
ConditionsYield
In ethyl acetate at 0 - 20℃; for 0.333333h;100%
(2R,3R,4S,5S,6S)-4,5-dibenzyloxy-2-[(tert-butyl(dimethyl)silyl)oxymethyl]-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]tetrahydropyran-3-ol

(2R,3R,4S,5S,6S)-4,5-dibenzyloxy-2-[(tert-butyl(dimethyl)silyl)oxymethyl]-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]tetrahydropyran-3-ol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

tert-butyl [[(2R,3R,4R,5S,6S)-4,5-dibenzyloxy-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3-[(4-methoxyphenyl)methoxy]tetrahydropyran-2-yl]methoxy]dimethylsilane

tert-butyl [[(2R,3R,4R,5S,6S)-4,5-dibenzyloxy-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-3-[(4-methoxyphenyl)methoxy]tetrahydropyran-2-yl]methoxy]dimethylsilane

Conditions
ConditionsYield
Stage #1: (2R,3R,4S,5S,6S)-4,5-dibenzyloxy-2-[(tert-butyl(dimethyl)silyl)oxymethyl]-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]tetrahydropyran-3-ol With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: p-Methoxybenzyl bromide In tetrahydrofuran at 0 - 20℃; for 3h;
100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

(piperidin-4-yl)carbamic acid tert-butyl ester
73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

tert-butyl (1-(4-methoxybenzyl)piperidin-4-yl)carbamate

tert-butyl (1-(4-methoxybenzyl)piperidin-4-yl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 1h;81%
With triethylamine In ethanol
benzhydrylidene aza-glycinyl-D-phenylalanine tert-butyl ester
1392506-40-9

benzhydrylidene aza-glycinyl-D-phenylalanine tert-butyl ester

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

benzhydrylidene-aza-4-methoxyphenylalaninyl-D-phenylalanine tert-butyl ester

benzhydrylidene-aza-4-methoxyphenylalaninyl-D-phenylalanine tert-butyl ester

Conditions
ConditionsYield
Stage #1: benzhydrylidene aza-glycinyl-D-phenylalanine tert-butyl ester With tetraethylammonium hydroxide In tetrahydrofuran; water at 20℃; for 0.5h; Inert atmosphere;
Stage #2: p-Methoxybenzyl bromide In tetrahydrofuran; water at 20℃; Inert atmosphere;
100%

2746-25-0Relevant articles and documents

Discovery of substituted 1,4-dihydroquinolines as novel promising class of P-glycoprotein inhibitors: First structure-activity relationships and bioanalytical studies

Hemmer, Marc,Krawczyk, S?ren,Simon, Ina,Hilgeroth, Andreas

, p. 3005 - 3008 (2015)

Multidrug resistance (mdr) is the most important problem in the therapeutical treatment of cancer. One central problem in the resistance proceeding is the expression of transmembrane efflux pumps which transport drugs out of the cells. We developed novel substituted 1,4-dihydroquinolines as inhibitors of the transmembrane efflux pump P-glycoprotein. Structure-activity relationships are discussed for this first series. Promising active inhibitors have been identified and first bioanalytical studies have been carried out to address questions of cellular toxicity, P-gp substrate as well as mdr reversal properties.

Design, synthesis, and structure–activity relationship study of potent mapk11 inhibitors

Gong, Mengdie,Li, Honglin,Li, Lu,Li, Shiliang,Sun, Hongxia,Tu, Mingyan,Zhao, Zhenjiang,Zhu, Lili

supporting information, (2022/01/04)

Huntington’s disease (HD) is a rare single-gene neurodegenerative disease, which can only be treated symptomatically. Currently, there are no approved drugs for HD on the market. Studies have found that MAPK11 can serve as a potential therapeutic target f

Indole-like derivatives and application thereof

-

Paragraph 0123-0124, (2021/05/08)

The invention relates to indole-like derivatives and application thereof. The compounds have a structure as shown in a formula I. The compounds have ROR [gamma] t regulating activity and are expected to be used for preparing medicines for preventing and treating diseases related to ROR [gamma] t.

Deconjugative α-Alkylation of Cyclohexenecarboxaldehydes: An Access to Diverse Terpenoids

Chahboun, Rachid,Botubol-Ares, José Manuel,Durán-Pe?a, María Jesús,Jiménez, Fermín,Alvarez-Manzaneda, Ramón,Alvarez-Manzaneda, Enrique

, p. 8742 - 8754 (2021/07/19)

A general and efficient method for the deconjugative α-alkylation of α,β-unsaturated aldehydes promoted by a synergistic effect between tBuOK and NaH, which considerably increases the reaction rate under mild conditions, is reported. The β,γ-unsaturated aldehyde, resulting from the α-alkylation, is transformed in high yield into the corresponding allyl acetate via a lead(IV) acetate-mediated oxidative fragmentation. This strategy could be used for the construction of the carbon skeleton of a wide variety of alkyl or arylterpenoids.

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