Methyl 2-amino-5-(tert-butyl)thiophene-3-carboxylate

Name: Methyl 2-amino-5-(tert-butyl)thiophene-3-carboxylate
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CAS No. 216574-71-9
Cat. No. CS-0127739
Molecule weight213.30
Purity≥98%
MDL No.MFCD08059073

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Methyl 2-amino-5-(tert-butyl)thiophene-3-carboxylate|CS-0127739

Structure of 216574-71-9

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General Information

CAS No. 216574-71-9
Cat. No. CS-0127739
Purity ≥98%
MDL No. MFCD08059073
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₅NO₂S
Molecular Weight 213.30
Synonym(s) Methyl 2-amino-5-tert-butylthiophene-3-carboxylate
SMILES O=C(C1=C(N)SC(C(C)(C)C)=C1)OC

Description

Methyl 2-amino-5-(tert-butyl)thiophene-3-carboxylate features a sterically hindered tert-butyl group that enhances stability and solubility in organic media. The electron-rich thiophene core supports efficient coupling reactions, while the amino and ester functionalities enable direct incorporation into complex molecular architectures under standard conditions.

Application

Methyl 2-amino-5-(tert-butyl)thiophene-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophene scaffolds. The tert-butyl group provides steric protection and enhanced bench stability, while the amino and ester functionalities offer orthogonal reactivity for subsequent derivatization. This compound facilitates diverse transformations including Suzuki-Miyaura coupling, electrophilic substitution, and amide formation, making it valuable for medicinal chemistry and materials science applications.

Synthesis

Route1
- 2987-16-8
- In-stock
  
  105-34-0
- ~97%
- In-stock
  
  216574-71-9
References
- Horiuchi, Takao; Nagata, Motoko; Kitagawa, Mayumi; Akahane, Kouichi; Uoto, Kouichi Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 23 p. 7850 - 7860

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

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 2.4144
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 2-amino-5-(tert-butyl)thiophene-3-carboxylate

CAS No. 216574-71-9

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