ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE

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Products Intro: Product Name:ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE
CAS:37033-95-7
Purity:97%+ Package:1kg;1USD
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Products Intro: Product Name:Ethyl 5-Benzyloxyindole-2-carboxylate
CAS:37033-95-7
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Products Intro: Product Name:Ethyl 5-(benzyloxy)-1H-indole-2-carboxylate
CAS:37033-95-7
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Products Intro: Product Name:5-benzyloxyindole-2-carboxylic acid*ethyl ester C
CAS:37033-95-7

ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE manufacturers

ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE Basic information
Product Name:ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE
Synonyms:5-(Benzyloxy)-2-(ethoxycarbonyl)-1H-indole;NSC 30931;5-BENZYLOXY-2-CARBETHOXYINDOLE;5-BENZYLOXYINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;5-BENZYLOXYINDOLE ETHYL-2-CARBOXYLATE;5-(PHENYLMETHOXY)-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;BUTTPARK 97\57-93;ETHYL 5-(BENZYLOXY)-1H-INDOLE-2-CARBOXYLATE
CAS:37033-95-7
MF:C18H17NO3
MW:295.33
EINECS:253-322-0
Product Categories:
Mol File:37033-95-7.mol
ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE Structure
ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE Chemical Properties
Melting point 163 °C
Boiling point 481.4±30.0 °C(Predicted)
density 1.225±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,2-8°C
form powder
pka14+-.0.30(Predicted)
AppearanceOff-white to light brown Solid
BRN 281129
InChIInChI=1S/C18H17NO3/c1-2-21-18(20)17-11-14-10-15(8-9-16(14)19-17)22-12-13-6-4-3-5-7-13/h3-11,19H,2,12H2,1H3
InChIKeyDCIFXYFKVKDOLL-UHFFFAOYSA-N
SMILESN1C2=C(C=C(OCC3=CC=CC=C3)C=C2)C=C1C(OCC)=O
CAS DataBase Reference37033-95-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Safety Statements 22-24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29339900
Storage Class13 - Non Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE Usage And Synthesis
UsesReactant for preparation of indolyl ethanones as indoleamine 2,3-dioxygenase inhibitors 1 Reactant for preparation of histamine H3 receptor inverse agonists 2 Reactant for preparation of PPAR-γ binding agents with potential application to the treatment of osteoporosis 3 Reactant for preparation of Nonpeptide glycoprotein IIB/IIIA inhibitors 4
Synthesis

1.1) 80 ml of sulfuric acid was dissolved in 450 mL of ethanol and cooled to 0C;

1.2) 359 mmol (90 g) of 4-benzyloxyphenylhydrazine hydrochloride was added to the mixture of 1.1) to form a suspension;

1.3) 43.9 mL of ethyl pyruvate was added to 90 mL of anhydrous ethanol;

1.4) the suspension of step 1.2) was added to step 1.3), magnetically stirred for 2h, warmed up to 45C, and held to react for 16h;

1.5) the solution of step 1.4) was cooled to room temperature, 200mL of ethanol was added, filtered, and the solids were washed with ethanol, cyclohexane, and water in turn, dried, and yielded compound 3, i.e., 5-benzyloxyindole-2-carboxylic acid ethyl ester, in 72% yield ( 76.3g).

ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE Preparation Products And Raw materials
Raw materialsBenzyl chloride-->Acetaminophen-->Ethyl 2-methylacetoacetate
Preparation ProductsEthyl 5-hydroxyindole-2-carboxylate
Tag:ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE(37033-95-7) Related Product Information
5-Hydroxy-2-methylindole Indole-2-carboxylic acid Methyl 2-pyrrolecarboxylate Indole-2-carboxaldehyde 5-Benzyloxyindole 1H-INDOL-2-YLMETHANOL 5-Hydroxyindole-2-carboxylic acid Methyl indole-2-carboxylate 5-Ethoxyindole 5-METHOXY-2-METHYLINDOLE Ethyl pyrrole-2-carboxylate 5-BENZYLOXYINDOLE-2-CARBOXYLIC ACID Ethyl indole-2-carboxylate ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE ETHYL 5-METHOXYINDOLE-2-CARBOXYLATE Ethyl 5-hydroxyindole-2-carboxylate 5-METHOXYINDOLE-2-CARBOXYLIC ACID 5-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER