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1878-49-5 Usage

Chemical Properties

white needle-like crystals

Uses

o-Cresolglycolic Acid can be used to regulate plant growth.

Check Digit Verification of cas no

The CAS Registry Mumber 1878-49-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,7 and 8 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1878-49:
(6*1)+(5*8)+(4*7)+(3*8)+(2*4)+(1*9)=115
115 % 10 = 5
So 1878-49-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O3/c1-7-4-2-3-5-8(7)12-6-9(10)11/h2-5H,6H2,1H3,(H,10,11)/p-1

1878-49-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A13076)  2-Methylphenoxyacetic acid, 98%   

  • 1878-49-5

  • 10g

  • 357.0CNY

  • Detail
  • Alfa Aesar

  • (A13076)  2-Methylphenoxyacetic acid, 98%   

  • 1878-49-5

  • 50g

  • 1468.0CNY

  • Detail
  • Alfa Aesar

  • (A13076)  2-Methylphenoxyacetic acid, 98%   

  • 1878-49-5

  • 250g

  • 5881.0CNY

  • Detail

1878-49-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2-METHYLPHENOXY)ACETIC ACID

1.2 Other means of identification

Product number -
Other names O-CRESOXYACETIC ACID

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:1878-49-5 SDS

1878-49-5Synthetic route

potassium chloroacetate
7748-25-6

potassium chloroacetate

potassium o-cresolate
3235-09-4

potassium o-cresolate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Stage #1: potassium chloroacetate; potassium o-cresolate In water for 2h; Reflux;
Stage #2: With hydrogenchloride In water at 30℃; pH=1;
98%
ortho-cresol
95-48-7

ortho-cresol

chloroacetic acid
79-11-8

chloroacetic acid

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide; bentonite In water for 0.0833333h; microwave irradiation;94%
With sodium hydroxide In water at 100℃; for 2h; Inert atmosphere;51%
With sodium hydroxide In water Reflux;15%
methyl 2-methylphenoxy acetate
2989-17-5

methyl 2-methylphenoxy acetate

A

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

B

ortho-cresol
95-48-7

ortho-cresol

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 22h; Heating;A 90%
B 5%
sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

ortho-cresol
95-48-7

ortho-cresol

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 1h; Reflux;89.3%
With sodium hydroxide at 120℃; pH=8 - 9; pH-value;
ethyl (2-methylphenoxy)acetate
93917-68-1

ethyl (2-methylphenoxy)acetate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol Reflux;86%
With sodium hydroxide In ethanol; water Reflux;81%
glycolic Acid
79-14-1

glycolic Acid

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In water; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique;82%
n-propyl chloracetate
5396-24-7

n-propyl chloracetate

sodium o-cresolate
4549-72-8

sodium o-cresolate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With butan-1-ol anschliessend Erhitzen mit wss. NaOH;
ortho-methylphenoxyacetamide
22560-43-6

ortho-methylphenoxyacetamide

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide
ethyl bromoacetate
105-36-2

ethyl bromoacetate

sodium o-cresolate
4549-72-8

sodium o-cresolate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With ethanol Erwaermen des Reaktionsgemisches mit wss. NaOH;
sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

sodium o-cresolate
4549-72-8

sodium o-cresolate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

2-methylphenolate anion
20217-30-5

2-methylphenolate anion

chloroacetic acid
79-11-8

chloroacetic acid

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

chloroacetic acid
79-11-8

chloroacetic acid

sodium o-cresolate
4549-72-8

sodium o-cresolate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
In ethyl acetate
C12H18O3Si

C12H18O3Si

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With air moisture
methyl 2-methylphenoxy acetate
2989-17-5

methyl 2-methylphenoxy acetate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol
With sodium hydroxide In water for 0.05h; microwave irradiation;
With water; sodium hydroxide Microwave irradiation;
With lithium hydroxide In methanol; water at 50℃; for 12h;
ortho-cresol
95-48-7

ortho-cresol

allyl halide

allyl halide

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3; KI; PEG-600 / dimethylformamide / 0.07 h / microwave irradiation
2: NaOH / H2O / 0.05 h / microwave irradiation
View Scheme
ortho-cresol
95-48-7

ortho-cresol

1-<(R)-cyclopenten-(2)-yl>-tridecanoic acid (13)

1-<(R)-cyclopenten-(2)-yl>-tridecanoic acid (13)

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaH
2: aq. LiOH / tetrahydrofuran
View Scheme
ortho-cresol
95-48-7

ortho-cresol

C-chloro-formamidine hydrochloride

C-chloro-formamidine hydrochloride

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / dimethylformamide
2: aq. NaOH / methanol
View Scheme
sodium o-cresolate
4549-72-8

sodium o-cresolate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 160 °C
View Scheme
bromoacetic acid
79-08-3

bromoacetic acid

ortho-cresol
95-48-7

ortho-cresol

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

MCPA
94-74-6

MCPA

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Stage #1: MCPA With naphthalene radical anion sodium salt In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water chemoselective reaction;
With 0.5% Pd/Sibunit carbon material; hydrogen In water at 30℃; under 760.051 Torr; for 100h;
With hydrogen In water at 30℃; under 760.051 Torr;
With palladium/alumina; titanium(IV) oxide for 0.5h; Irradiation;
ethyl bromoacetate
105-36-2

ethyl bromoacetate

ortho-cresol
95-48-7

ortho-cresol

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Stage #1: ethyl bromoacetate; ortho-cresol With potassium carbonate In acetonitrile at 80℃; for 4h;
Stage #2: With water; sodium hydroxide In ethanol at 50℃; for 4h;
Stage #1: ethyl bromoacetate; ortho-cresol With potassium carbonate In dimethyl sulfoxide at 50℃; for 6h;
Stage #2: With water; sodium hydroxide In acetone at 50℃; for 3h;
Stage #3: With hydrogenchloride In water at 25℃; pH=1 - 2;
Stage #1: ethyl bromoacetate; ortho-cresol With potassium carbonate In acetonitrile at 80℃; for 4h;
Stage #2: With water; sodium hydroxide In ethanol at 50℃; for 4h;
ortho-cresol
95-48-7

ortho-cresol

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 12 h / 75 °C
2: potassium hydroxide / ethanol; water / 1.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / water / 8 h / Reflux
2: hydrogenchloride / water / pH 1
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 5 h / Reflux
2: water; sodium hydroxide / ethanol / 4 h / 20 °C
View Scheme
Sodium; o-tolyloxy-acetate
57548-58-0

Sodium; o-tolyloxy-acetate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=1;
C12H12N2O2

C12H12N2O2

A

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

B

(R)-1-nitro-3-(o-tolyloxy)propan-2-ol

(R)-1-nitro-3-(o-tolyloxy)propan-2-ol

C

(S)-1-nitro-3-(o-tolyloxy)propan-2-ol

(S)-1-nitro-3-(o-tolyloxy)propan-2-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate / tetrahydrofuran / 24 h / 20 °C
2: glucose dehydrogenase; D-glucose; SyADH from sphingobium yanoikuyae; nicotinamide adenine dinucleotide phosphate / aq. acetate buffer / 1 h / 30 °C / pH 5 / Enzymatic reaction
View Scheme
1-nitro-3-(o-tolyloxy)propan-2-one

1-nitro-3-(o-tolyloxy)propan-2-one

A

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

B

(R)-1-nitro-3-(o-tolyloxy)propan-2-ol

(R)-1-nitro-3-(o-tolyloxy)propan-2-ol

C

(S)-1-nitro-3-(o-tolyloxy)propan-2-ol

(S)-1-nitro-3-(o-tolyloxy)propan-2-ol

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; SyADH from sphingobium yanoikuyae; nicotinamide adenine dinucleotide phosphate In aq. acetate buffer at 30℃; for 1h; pH=5; Enzymatic reaction; stereoselective reaction;A n/a
B n/a
C n/a
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

(2-methylphenoxy)acetyl chloride
15516-43-5

(2-methylphenoxy)acetyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;100%
With thionyl chloride In benzene for 3h; Reflux;92%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

triethanolamine hydrochloride
637-39-8

triethanolamine hydrochloride

2-(2-methylphenyloxy)acetate of tris(2-hydroxyethyl)-ammonium
55543-68-5

2-(2-methylphenyloxy)acetate of tris(2-hydroxyethyl)-ammonium

Conditions
ConditionsYield
Stage #1: o-methylphenoxyacetic acid for 1h; Reflux; Alkaline conditions;
Stage #2: triethanolamine hydrochloride Reflux;
99.8%
Stage #1: o-methylphenoxyacetic acid for 1h; Alkaline conditions; Reflux;
Stage #2: triethanolamine hydrochloride Alkaline conditions;
99.8%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

1-(2,6-dichlorobenzyl)-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
713517-90-9

1-(2,6-dichlorobenzyl)-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one

5-(2,6-dichloro-benzyl)-9b-phenyl-1-o-tolyloxy-5,9b-dihydro-1H-2a,5-diaza-benzo[a]cyclobuta[c]cycloheptene-2,4-dione

5-(2,6-dichloro-benzyl)-9b-phenyl-1-o-tolyloxy-5,9b-dihydro-1H-2a,5-diaza-benzo[a]cyclobuta[c]cycloheptene-2,4-dione

Conditions
ConditionsYield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In dichloromethane at 0 - 20℃;99%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

2C9H9O3(1-)*Ca(2+)

2C9H9O3(1-)*Ca(2+)

Conditions
ConditionsYield
With calcium oxide In benzene Reflux;99%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

MCPA
94-74-6

MCPA

Conditions
ConditionsYield
With sulfuryl dichloride; aluminium In diethyl ether for 4h; Reflux;98%
With dihydrogen peroxide; chlorine In chlorobenzene at 75℃;98%
With chlorine In toluene at 50 - 55℃; for 2h; Temperature;76.8%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
23978-55-4

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

2C9H10O3*C12H26N2O4

2C9H10O3*C12H26N2O4

Conditions
ConditionsYield
In methanol at 20℃; for 12h;98%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

zinc(II) oxide

zinc(II) oxide

zinc o-methylphenoxyacetate

zinc o-methylphenoxyacetate

Conditions
ConditionsYield
In benzene soln. of aroxyacetic acid in benzene contg. ZnO refluxed under stirring for 8 h; evapn. under vac., residue washed with ether, dried under vac.; elem. anal.;97%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

zinc(II) oxide

zinc(II) oxide

zinc bis(2-methylphenoxyacetate)

zinc bis(2-methylphenoxyacetate)

Conditions
ConditionsYield
In benzene prepn. by refluxing mixt. of 2-methylphenoxyacetic acid and ZnO in C6H6 for 8 h; elem. anal.;97%
In not given97%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1,1-dimethylhydrazinium 2-(2-methylphenoxy)acetate
1401314-34-8

1,1-dimethylhydrazinium 2-(2-methylphenoxy)acetate

Conditions
ConditionsYield
at 45℃; for 0.25h;97%
benzo[b]furan-2-carbohydrazide
42974-19-6

benzo[b]furan-2-carbohydrazide

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

C18H14N2O3
1019843-41-4

C18H14N2O3

Conditions
ConditionsYield
With pyridine; trichlorophosphate for 8h; Reflux;96%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

1-aminopropyl-5-aza-2,8,9-trioxa-1-silatricyclo[3,3,3,01,5]undecane

1-aminopropyl-5-aza-2,8,9-trioxa-1-silatricyclo[3,3,3,01,5]undecane

N-(3-silatranylpropyl)ammonium-2-methylphenyloxyacetate
1448165-42-1

N-(3-silatranylpropyl)ammonium-2-methylphenyloxyacetate

Conditions
ConditionsYield
In methanol at 15℃; for 0.166667h;96%
methanol
67-56-1

methanol

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

methyl 2-methylphenoxy acetate
2989-17-5

methyl 2-methylphenoxy acetate

Conditions
ConditionsYield
With sulfuric acid for 0.0333333h; microwave irradiation;95%
acid at 30℃; Rate constant; other temperature: 40 deg C;
With hydrogenchloride
With sulfuric acid for 3h; Heating;
1-hydroxygermatrane monohydrate
101182-23-4

1-hydroxygermatrane monohydrate

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

C15H21GeNO6
1460243-62-2

C15H21GeNO6

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Heating; Dean-Stark;94.3%
N,N-dimethyl-mono(2-hydroxyethyl)amine-N-oxide
10489-99-3

N,N-dimethyl-mono(2-hydroxyethyl)amine-N-oxide

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

N,N-dimethyl-mono(2-hydroxyethyl)hydroxyammonium (2-methylphenyloxy)acetate

N,N-dimethyl-mono(2-hydroxyethyl)hydroxyammonium (2-methylphenyloxy)acetate

Conditions
ConditionsYield
In methanol at 25℃; for 1h;94%
N-methyl-N-(3-pyridyl)amine
18364-47-1

N-methyl-N-(3-pyridyl)amine

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

N-methyl-2-(2-methylphenoxy)-N-(3-pyridyl)acetamide

N-methyl-2-(2-methylphenoxy)-N-(3-pyridyl)acetamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;93%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;43%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

(R)-3-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyryl)-5,5-dimethyl-thiazolidine-4-carboxylic acid tert-butylamide; hydrochloride

(R)-3-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyryl)-5,5-dimethyl-thiazolidine-4-carboxylic acid tert-butylamide; hydrochloride

3-[2-hydroxy-4-phenyl-3-(2-o-tolyloxy-acetylamino)-butyryl]-5,5-dimethyl-thiazolidine-4-carboxylic acid tert-butylamide

3-[2-hydroxy-4-phenyl-3-(2-o-tolyloxy-acetylamino)-butyryl]-5,5-dimethyl-thiazolidine-4-carboxylic acid tert-butylamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;92%
Conditions
ConditionsYield
In benzene soln. of aroxyacetic acid in benzene contg. activated Cu refluxed under stirring for 12 h; evapn. under vac., residue washed with ether, dried under vac.; elem. anal.;92%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

7-methylbenzofuran-2(3H)-one
4385-36-8

7-methylbenzofuran-2(3H)-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 0 - 20℃; Inert atmosphere;92%
2-Trifluoromethylbenzimidazole
312-73-2

2-Trifluoromethylbenzimidazole

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

C8H5F3N2*C9H10O3

C8H5F3N2*C9H10O3

Conditions
ConditionsYield
In methanol at 65℃;92%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride
87269-87-2, 87679-25-2, 88547-79-9, 93779-29-4, 94569-19-4, 138877-09-5

benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

benzyl (2S,3aS,6aS)-1-(2-(o-tolyloxy)acetyl)octahydrocyclopenta[b]pyrrole-2-carboxylate

benzyl (2S,3aS,6aS)-1-(2-(o-tolyloxy)acetyl)octahydrocyclopenta[b]pyrrole-2-carboxylate

Conditions
ConditionsYield
Stage #1: o-methylphenoxyacetic acid; benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride With benzotriazol-1-ol; triethylamine In dichloromethane at 0 - 25℃; for 0.25h; Inert atmosphere;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12.5h; Inert atmosphere;
92%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

[(1S,2S)-1-Benzyl-3-((R)-4-tert-butylcarbamoyl-thiazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid tert-butyl ester
147318-83-0

[(1S,2S)-1-Benzyl-3-((R)-4-tert-butylcarbamoyl-thiazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid tert-butyl ester

(1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-({(4R)-4-[(tert-butylamino)carbonyl]-1,3-thiazolan-3-yl}carbonyl)-3-phenylpropyl 2-(2-methylphenoxy)acetate

(1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-({(4R)-4-[(tert-butylamino)carbonyl]-1,3-thiazolan-3-yl}carbonyl)-3-phenylpropyl 2-(2-methylphenoxy)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;91%
2triethanolamine*ZnCl2

2triethanolamine*ZnCl2

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

2triethanolamine*Zn(o-methylphenoxyacetate)2

2triethanolamine*Zn(o-methylphenoxyacetate)2

Conditions
ConditionsYield
In methanol soln. of Zn compd. and aroxyacetic acid in MeOH refluxed for 12 h; evapn. under vac., crystd. from THF;90%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

2-methylphenoxyethanol
6161-86-0

2-methylphenoxyethanol

Conditions
ConditionsYield
89%
89%
With lithium aluminium tetrahydride; diethyl ether
tris(2-hydroxyethyl)amine-N-oxide
7529-23-9

tris(2-hydroxyethyl)amine-N-oxide

o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

tris(2-hydroxyethyl)hydroxyammonium (2-methylphenyloxy)acetate

tris(2-hydroxyethyl)hydroxyammonium (2-methylphenyloxy)acetate

Conditions
ConditionsYield
In methanol at 45℃; for 3h;89%
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

C15H16O4

C15H16O4

Conditions
ConditionsYield
With triethylamine; 2-hydroxy-2-methylpropanenitrile; 1,1'-carbonyldiimidazole In dichloromethane at 25℃; for 12h;88%

1878-49-5Relevant articles and documents

Optimization of NAMPT activators to achieve in vivo neuroprotective efficacy

Hua, Lan,Liu, Minghui,Liu, Yang,Lu, Haigen,Ma, Weinan,Tang, Yefeng,Wang, Gelin,Wang, Leibo,Wu, Chou,Xi, Shuang,Yao, Hong,Zhang, Ruoxi,Zu, Yumeng

, (2022/04/07)

NAMPT is the rate-limiting enzyme in the NAD salvage pathway, which makes it an attractive target for the treatment of many diseases associated with NAD exhaustion such as neurodegenerative diseases. Herein, we present the systematic optimization of NAT, an initial hit of NAMPT activator discovered by us through high-throughput screening, based on the co-crystal structure of the NAMPT-NAT complex. Over 80 NAT derivatives have been designed and synthesized, among which compound 72 showed notably improved potency as NAMPT activator and effectively protected cultured cells from FK866-mediated toxicity. Moreover, compound 72 exhibited strong neuroprotective efficacy in a mouse model of chemotherapy-induced peripheral neuropathy (CIPN) without any overt toxicity, which renders it a promising candidate for the development of novel neuroprotective agents.

Method for preparing 2-methyl-4-chlorophenoxyacetic acid through catalytic chlorination of 2-methylphenoxyacetic acid

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Paragraph 0041; 0044-0045, (2021/03/13)

The invention relates to a preparation method of 2-methyl-4-chlorophenoxyacetic acid, in particular to a method for preparing 2-methyl-4-chlorophenoxyacetic acid through catalytic chlorination of 2-methylphenoxyacetic acid. The method comprises the following steps: by taking o-methylphenoxyacetic acid (MPA) as a raw material, performing a reaction in the presence of chlorine by virtue of a catalyst, and filtering, so as to obtain the 2-methyl-4-chlorophenoxyacetic acid (MCPA), wherein the catalyst is imidazole ionic liquid. By means of the catalyst, the reaction activity is relatively high, the o-methyl phenoxyacetic acid is subjected to catalytic chlorination reaction, and the 2-methyl-4-chlorophenoxyacetic acid is prepared at a high yield; besides, compared with existing literature reports, the reaction system is simple and convenient to operate, no wastewater is generated in the chlorination step, a high-quality product can be obtained, and large-scale production is facilitated.

Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action

Lei, Kang,Li, Pan,Yang, Xue-Fang,Wang, Shi-Ben,Wang, Xue-Kun,Hua, Xue-Wen,Sun, Bin,Ji, Lu-Sha,Xu, Xiao-Hua

, p. 10489 - 10497 (2019/10/02)

In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.

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