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Merck

149837

Sigma-Aldrich

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

≥99%, for peptide synthesis

Sinónimos:

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, EEDQ, Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate

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About This Item

Fórmula empírica (notación de Hill):
C14H17NO3
Número de CAS:
Peso molecular:
247.29
Beilstein/REAXYS Number:
533048
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Nombre del producto

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, ≥99%

assay

≥99%

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

62-67 °C (lit.)

application(s)

peptide synthesis

functional group

ether

storage temp.

2-8°C

SMILES string

CCOC1C=Cc2ccccc2N1C(=O)OCC

InChI

1S/C14H17NO3/c1-3-17-13-10-9-11-7-5-6-8-12(11)15(13)14(16)18-4-2/h5-10,13H,3-4H2,1-2H3

InChI key

GKQLYSROISKDLL-UHFFFAOYSA-N

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General description

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline(EEDQ) is a stable, and readily available reagent used to prepare amides and peptides in high yields. At ambient temperature, EEDQ is soluble in an aqueous medium containing organic solvents but insoluble in water. It is used as a coupling agent in peptide synthesis.

Application

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is used as a coupling agent:
  • In the regioselective quaternization of chitosan and its amphiphilic derivatives.
  • In the preparation of amide-type S-MA derivative-modified QCM sensors.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Protocolos

cAMP measurements are obtained using an ELISA assay (Harlow and Lane 1988). Commercial radio-immunoassays, or ELISA kits, to assay cAMP can be purchased from various manufacturers.

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