Methyl 4-amino-2-(methylthio)thiazole-5-carboxylate

Name: Methyl 4-amino-2-(methylthio)thiazole-5-carboxylate
Brand: ChemScene
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CAS No. 60093-05-2
Cat. No. CS-0039032
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 4-amino-2-(methylthio)thiazole-5-carboxylate|CS-0039032

Structure of 60093-05-2

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General Information

CAS No. 60093-05-2
Cat. No. CS-0039032
Purity ≥97%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O₂S₂
Molecular Weight 204.27
Synonym(s) Methyl 4-amino-2-(methylsulfanyl)-1,3-thiazole-5-carboxylate
SMILES COC(=O)C1=C(N)N=C(SC)S1

Description

Methyl 4-amino-2-(methylthio)thiazole-5-carboxylate features a thiazole core functionalized with an amino group at C4, a methylthio substituent at C2, and a methyl ester at C5. This electron-rich heterocycle integrates readily into medicinal chemistry scaffolds, offering high stability under standard conditions and compatibility with diverse synthetic transformations.

Application

Methyl 4-amino-2-(methylthio)thiazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole-based scaffolds prevalent in medicinal chemistry. The methyl ester group facilitates downstream functionalization via hydrolysis or coupling reactions, while the amino and methylthio substituents offer orthogonal reactivity for selective derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis workflows in API development and fragment-based discovery.

Synthesis

Route1
- 905434-97-1
- ~%
- In-stock
  
  60093-05-2
References
- Tetrahedron Letters, , vol. 47, # 28 p. 4853 - 4856
Route2
- In-stock
  
  10191-61-4
- 96-34-4
- ~%
- In-stock
  
  60093-05-2
References
- Tetrahedron, , vol. 32, p. 623 - 627

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

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Computational Chemistry Data

TPSA 65.21
LogP 1.2338
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Methyl 4-amino-2-(methylthio)thiazole-5-carboxylate

CAS No. 60093-05-2

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