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Ethyl 2-(thiazol-2-yl)acetate
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CAS No. 141704-11-2
- Cat. No. CS-W003823
- Purity≥97%
- MDL No.MFCD12114489
*For research and further manufacturing use only, not for direct human use.
Structure of 141704-11-2
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General Information
- CAS No. 141704-11-2
- Cat. No. CS-W003823
- Purity ≥97%
- MDL No. MFCD12114489
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₉NO₂S
- Molecular Weight 171.22
- Synonym(s) Thiazol-2-yl-acetic acid ethyl ester
- SMILES CCOC(CC1=NC=CS1)=O
Description
Ethyl 2-(thiazol-2-yl)acetate features a thiazole ring fused to an acetyl ester, delivering a versatile scaffold for heterocyclic synthesis. This bench-stable compound integrates readily into medicinal chemistry campaigns, serving as a key building block for bioactive molecule development. The electron-deficient thiazole moiety enables efficient coupling reactions under mild conditions.
Application
Ethyl 2-(thiazol-2-yl)acetate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to thiazole-containing scaffolds via coupling and cyclization reactions. Its reactive ester group facilitates nucleophilic addition and condensation processes, while the adjacent thiazole ring imparts metabolic stability and structural rigidity. The molecule exhibits excellent bench stability and is compatible with a range of functional groups, simplifying purification and integration into multi-step synthetic sequences.
Synthesis
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Route1
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433217-32-4 - ~48%
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In-stock
141704-11-2
References
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Collins, Ian; Wafford, Keith; Dawson, Gerard R.; Moyes, Christopher; Davey, William B.; Rowley, Michael; Bromidge, Frances A.; Quirk, Kathleen; Atack, John R.; McKernan, Ruth M.; Thompson, Sally-Ann; Pike, Andrew; Sohal, Bindi; Tsou, Nancy N.; Ball, Richard G.; Castro, Jose L. Journal of Medicinal Chemistry, 2002 , vol. 45, # 9 p. 1887 - 1900
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Route2
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130161-30-7
- ~%
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In-stock
141704-11-2
References
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US5973156 A1, ;
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Route3
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In-stock
13621-50-6 -
17157-48-1
- ~%
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In-stock
141704-11-2
References
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Helvetica Chimica Acta, , vol. 33, p. 405,409
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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 39.19
- LogP 1.2487
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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