6-O-tert-Butyl 3-O-methyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyridine-3,6-dicarboxylate

Name: 6-O-tert-Butyl 3-O-methyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyridine-3,6-dicarboxylate
Brand: ChemScene
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CAS No. 877041-47-9
Cat. No. CS-0060935
Purity≥95%
MDL No.None

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6-O-tert-Butyl 3-O-methyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyridine-3,6-dicarboxylate|CS-0060935

Structure of 877041-47-9

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General Information

CAS No. 877041-47-9
Cat. No. CS-0060935
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀N₂O₄S
Molecular Weight 312.38
Synonym(s) 6-tert-butyl 3-methyl 2-amino-4,5-dihydrothieno[2,3-c]pyridine-3,6(7H)-dicarboxylate
SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)SC(=C2C(=O)OC)N

Description

6-O-tert-Butyl 3-O-methyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyridine-3,6-dicarboxylate features a sterically shielded tert-butyl ether and methyl ester at the 6- and 3-positions, respectively, enhancing stability and solubility. The electron-rich thienopyridine core bears a strategically positioned amino group, enabling direct incorporation into diverse heterocyclic scaffolds via cross-coupling or cyclization reactions under standard conditions.

Application

6-O-tert-Butyl 3-O-methyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyridine-3,6-dicarboxylate serves as a versatile building block for the synthesis of thienopyridine-based heterocycles. The protected diester functionality enables selective transformations, while the 2-amino group facilitates downstream coupling and cyclization reactions. Bench-stable and compatible with standard synthetic protocols, it functions as a key intermediate in the construction of bioactive scaffolds relevant to medicinal chemistry and process development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 81.86
LogP 2.4101
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

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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6-O-tert-Butyl 3-O-methyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyridine-3,6-dicarboxylate

CAS No. 877041-47-9

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