2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid

Name: 2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 923010-68-8
Cat. No. CS-0141299
Purity≥95%
MDL No.MFCD12031524

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid|CS-0141299

Structure of 923010-68-8

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General Information

CAS No. 923010-68-8
Cat. No. CS-0141299
Purity ≥95%
MDL No. MFCD12031524
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈N₂O₄S
Molecular Weight None
Synonym(s) 2-amino-6-[(2-methylpropan-2-yl)oxycarbonyl]-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carboxylic acid
SMILES O=C(C1=C(N)SC2=C1CCN(C(OC(C)(C)C)=O)C2)O

Description

This tetrahydrothienopyridine derivative features a protected amine and carboxylic acid functional group, enabling direct incorporation into peptide synthesis workflows. The tert-butoxycarbonyl (Boc) moiety ensures stability during handling and purification, while the electron-rich heterocyclic core facilitates efficient coupling reactions under standard conditions.

Application

2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to thienopyridine-based scaffolds. The Boc-protected amine and carboxylic acid functionalities provide orthogonal handles for sequential functionalization, while the tetrahydrothienopyridine core offers structural rigidity and enhanced metabolic stability. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 874801-58-8
- ~%
- In-stock
  
  923010-68-8
References
- WO2012/148889 A1, ; Page/Page column 14; 39; 40 ; WO 2012/148889 A1
Route2
- In-stock
  
  193537-14-3
- ~22%
- In-stock
  
  923010-68-8
References
- Aurelio, Luigi; Valant, Celine; Figler, Heidi; Flynn, Bernard L.; Linden, Joel; Sexton, Patrick M.; Christopoulos, Arthur; Scammells, Peter J. Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 20 p. 7353 - 7361

Safety Information

Download SDS

GHS Pictogram : N/A	GHS No : N/A
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 92.86
LogP 2.3217
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid

CAS No. 923010-68-8

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