tert-Butyl 5-aminothiophene-2-carboxylate

Name: tert-Butyl 5-aminothiophene-2-carboxylate
Brand: ChemScene
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CAS No. 1498311-57-1
Cat. No. CS-0196808
Purity≥97%
MDL No.None

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tert-Butyl 5-aminothiophene-2-carboxylate|CS-0196808

Structure of 1498311-57-1

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Description

tert-Butyl 5-aminothiophene-2-carboxylate features a thiophene core functionalized with both amino and ester groups, enabling direct incorporation into diverse heterocyclic scaffolds. The tert-butyl ester enhances solubility and stability during synthetic manipulations, while the pendant amine offers a reactive handle for further derivatization. This compound serves as a key intermediate in the development of bioactive thiophene-based molecules.

Application

tert-Butyl 5-aminothiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized thiophene scaffolds. The pendant amino group facilitates direct electrophilic substitution or coupling reactions, while the tert-butyl ester offers robust protection under acidic conditions and simplifies purification. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for medicinal chemistry and process development workflows.

General Information

CAS No. 1498311-57-1
Cat. No. CS-0196808
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃NO₂S
Molecular Weight 199.27
Synonym(s) 2-Thiophenecarboxylic acid, 5-amino-, 1,1-dimethylethyl ester
SMILES O=C(C1=CC=C(N)S1)OC(C)(C)C

Computational Chemistry Data

TPSA 52.32
LogP 2.2856
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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tert-Butyl 5-aminothiophene-2-carboxylate

CAS No. 1498311-57-1

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