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

Name: 5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 165947-48-8
Cat. No. CS-W006800
Purity≥95%
MDL No.MFCD08448165

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Type	HazMat Fee
Excepted Quantity	$0.00
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5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid|CS-W006800

Structure of 165947-48-8

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General Information

CAS No. 165947-48-8
Cat. No. CS-W006800
Purity ≥95%
MDL No. MFCD08448165
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₄S
Molecular Weight 283.34
Synonym(s) 2-c]pyridine-2-carboxylic acid
SMILES O=C(C(S1)=CC2=C1CCN(C(OC(C)(C)C)=O)C2)O

Description

This tetrahydrothienopyridine derivative features a tert-butoxycarbonyl-protected carboxylic acid group, enabling straightforward incorporation into peptide and heterocyclic synthesis. The electron-rich thienopyridine core provides enhanced stability under standard bench conditions, while the protected functionality allows for selective deprotection and further functionalization in multistep organic transformations.

Application

5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid serves as a versatile building block for the synthesis of thienopyridine-based heterocycles. The tert-butyl ester group enables convenient protection and subsequent deprotection under mild acidic conditions, while the carboxylic acid functionality supports coupling reactions with amines and alcohols. Its stability under standard bench conditions and compatibility with diverse functional groups facilitate efficient access to complex scaffolds relevant to medicinal chemistry and process development.

Synthesis

Route1
- 110-54-3
- In-stock
  
  24424-99-5
- 116118-98-0
- ~81%
- In-stock
  
  165947-48-8
References
- Meiji Seika Kabushiki Kaisha Patent: US5594004 A1, 1997 ;
Route2
- In-stock
  
  24424-99-5
- 116118-98-0
- ~%
- In-stock
  
  165947-48-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 6, # 21 p. 2601 - 2606

Safety Information

Download SDS

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 66.84
LogP 2.7395
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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

CAS No. 165947-48-8

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