Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Name: Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Brand: ChemScene
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CAS No. 161798-01-2
Cat. No. CS-W022643
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate|CS-W022643

Structure of 161798-01-2

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General Information

CAS No. 161798-01-2
Cat. No. CS-W022643
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₃NO₄S
Molecular Weight 291.32
Synonym(s) 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylic Acid Ethyl Ester
SMILES O=C(C1=C(C)N=C(C2=CC=C(O)C(C=O)=C2)S1)OCC

Description

Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate features a uniquely functionalized thiazole core bearing both aldehyde and phenolic hydroxyl groups, enabling direct conjugation or derivatization in synthetic pathways. This bench-stable, moisture-tolerant scaffold integrates seamlessly into complex heterocyclic architectures, offering precise spatial control for medicinal chemistry and materials applications.

Application

Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate serves as a versatile building block for heterocyclic synthesis, combining a reactive aldehyde, phenolic hydroxyl, and ester functionality in a single scaffold. Its formyl group enables facile imine formation and Ugi-type reactions, while the hydroxyl supports derivatization or protection strategies. The thiazole core provides structural rigidity and π-electron density beneficial for medicinal chemistry applications. Bench-stable and amenable to standard purification techniques, it facilitates efficient access to complex phenolic thiazole derivatives via multi-step transformations.

Synthesis

Route1
- 161797-99-5
- 100-97-0
- ~72%
- In-stock
  
  161798-01-2
References
- RANBAXY LABORATORIES LIMITED; CHATTERJEE, Pranab; NATH, Asok; SOKHI, Sarbjot Singh; PRASAD, Mohan Patent: WO2012/14117 A1, 2012 ; Location in patent: Page/Page column 12 ;
Route2
- In-stock
  
  609-15-4
- ~%
- In-stock
  
  161798-01-2
References
- WO2012/14117 A1, ;
Route3
- 25984-63-8
- ~%
- In-stock
  
  161798-01-2
References
- WO2012/14117 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 76.49
LogP 2.81332
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Phenol

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

Key Words

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Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

CAS No. 161798-01-2

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