Methyl 2-(2-amino-5-methylthiazol-4-yl)acetate

Name: Methyl 2-(2-amino-5-methylthiazol-4-yl)acetate
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CAS No. 259654-73-4
Cat. No. CS-0153468
Molecule weight186.23
Purity≥97%
MDL No.MFCD00662517

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Methyl 2-(2-amino-5-methylthiazol-4-yl)acetate|CS-0153468

Structure of 259654-73-4

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General Information

CAS No. 259654-73-4
Cat. No. CS-0153468
Purity ≥97%
MDL No. MFCD00662517
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀N₂O₂S
Molecular Weight 186.23
Synonym(s) Methyl 2-(2-amino-5-methyl-1,3-thiazol-4-yl)acetate
SMILES O=C(OC)CC1=C(C)SC(N)=N1

Description

Methyl 2-(2-amino-5-methylthiazol-4-yl)acetate features a thiazole core with a pendant amino group and methyl ester, enabling direct incorporation into peptide-like scaffolds. The electron-rich heterocycle enhances reactivity in coupling reactions, while the ester moiety supports derivatization under mild conditions. This compound serves as a key building block for bioactive molecule synthesis.

Application

Methyl 2-(2-amino-5-methylthiazol-4-yl)acetate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole-based pharmacophores. The pendant amino group facilitates nucleophilic substitution and coupling reactions, while the ester functionality supports selective transformations. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 17356-08-0
- In-stock
  
  105983-77-5
- ~64%
- In-stock
  
  259654-73-4
References
- BAYER PHARMACEUTICALS CORPORATION Patent: WO2004/11446 A1, 2004 ; Location in patent: Page 90 ;

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 65.21
LogP 0.74922
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

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Methyl 2-(2-amino-5-methylthiazol-4-yl)acetate

CAS No. 259654-73-4

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