Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate

Name: Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate
Brand: ChemScene
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CAS No. 193537-14-3
Cat. No. CS-W009864
Purity≥98%
MDL No.MFCD05664039

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate|CS-W009864

Structure of 193537-14-3

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General Information

CAS No. 193537-14-3
Cat. No. CS-W009864
Purity ≥98%
MDL No. MFCD05664039
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂N₂O₄S
Molecular Weight 326.41
Synonym(s) Thieno[2,3-c]pyridine-3,6(5H)-dicarboxylic acid, 2-amino-4,7-dihydro-, 6-(1,1-dimethylethyl) 3-ethyl ester
SMILES CCOC(=O)C1=C(N)SC2=C1CCN(C2)C(=O)OC(C)(C)C

Description

Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate features a protected amine and electron-rich heterocyclic core, enabling direct incorporation into complex scaffolds. The Boc group ensures stability during manipulations, while the thienopyridine framework supports diverse downstream transformations in medicinal chemistry and materials science.

Application

Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate serves as a versatile building block for constructing thienopyridine-based heterocycles. The Boc-protected amine and ester functionalities enable sequential transformations, including deprotection, coupling reactions, and cyclization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to medicinally relevant scaffolds in medicinal chemistry and process development.

Synthesis

Route1
- 79099-07-3
- 105-56-6
- ~96%
- In-stock
  
  193537-14-3
References
- Wang, Tao; Huang, Xian-Gui; Liu, Jia; Li, Bo; Wu, Jin-Jin; Chen, Kai-Xian; Zhu, Wei-Liang; Xu, Xiao-Yong; Zeng, Bu-Bing Synlett, 2010 , # 9 p. 1351 - 1354
Route2
- In-stock
  
  98977-36-7
- 105-56-6
- ~81%
- In-stock
  
  193537-14-3
References
- Nakhi, Ali; Adepu, Raju; Rambabu; Kishore, Ravada; Vanaja; Kalle, Arunasree M.; Pal, Manojit Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 13 p. 4418 - 4427

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 : 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 81.86
LogP 2.8002
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate

CAS No. 193537-14-3

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