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Ethyl 2-(1H-indol-2-yl)acetate
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CAS No. 33588-64-6
- Cat. No. CS-W005630
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 33588-64-6
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General Information
- CAS No. 33588-64-6
- Cat. No. CS-W005630
- Purity ≥95%
- MDL No. None
- Storage 4°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₃NO₂
- Molecular Weight 203.24
- Synonym(s) ethyl 2-indole acetate
- SMILES O=C(OCC)CC(N1)=CC2=C1C=CC=C2
Description
Ethyl 2-(1H-indol-2-yl)acetate is a bench-stable, moisture-tolerant building block featuring a functionalized indole core. This compound integrates a reactive ethyl ester group adjacent to the indole’s C2 position, enabling direct derivatization in synthetic sequences. The electron-rich indole moiety supports facile coupling reactions and serves as a key scaffold for bioactive molecule development.
Application
Ethyl 2-(1H-indol-2-yl)acetate serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through standard functional group manipulations. Its pendant ester group facilitates hydrolysis, reduction, or coupling reactions, while the indole core supports electrophilic substitution and metal-catalyzed transformations. Bench-stable and readily purified, it functions reliably in multistep syntheses for API development and heterocyclic library construction.
Synthesis
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Route1
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101315-54-2 - ~78%
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In-stock
33588-64-6
References
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Vertex Pharmaceuticals Incorported Patent: US2011/98311 A1, 2011 ;
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Route2
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In-stock
66073-33-4 - ~93%
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In-stock
33588-64-6
References
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Royer, Daniel; Wong, Yung-Sing; Ple, Sophie; Chiaroni, Angele; Diker, Khalid; Levy, Jean Tetrahedron, 2008 , vol. 64, # 40 p. 9607 - 9618
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Route3
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126742-92-5
- ~90%
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In-stock
33588-64-6
References
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Chen, Gu Huai; Hoechstetter, Craig; Knochel, Paul Tetrahedron Letters, 1989 , vol. 30, # 36 p. 4795 - 4798
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 42.09
- LogP 2.2735
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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