tert-Butyl N-(3-Thienyl)carbamate

Name: tert-Butyl N-(3-Thienyl)carbamate
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CAS No. 19228-91-2
Cat. No. CS-0130489
Purity≥97%
MDL No.None

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tert-Butyl N-(3-Thienyl)carbamate|CS-0130489

Structure of 19228-91-2

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General Information

CAS No. 19228-91-2
Cat. No. CS-0130489
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃NO₂S
Molecular Weight 199.27
Synonym(s) tert-Butyl thiophen-3-ylcarbamate
SMILES O=C(NC1=CSC=C1)OC(C)(C)C

Description

tert-Butyl N-(3-Thienyl)carbamate features a thienyl group conjugated to a carbamate linker, offering a stable, moisture-tolerant scaffold for heterocyclic synthesis. This bench-stable reagent integrates readily into diverse reaction cascades, enabling efficient access to functionalized thiophene derivatives under standard conditions.

Application

tert-Butyl N-(3-Thienyl)carbamate serves as a stable, bench-ready precursor for the introduction of the 3-thienylamino group in synthetic sequences. It functions as a robust amine protecting group that can be selectively removed under mild acidic conditions, enabling access to the corresponding free amine for further functionalization. Its compatibility with diverse reaction conditions and ease of purification make it well-suited for applications in medicinal chemistry and heterocyclic synthesis.

Synthesis

Route1
- In-stock
  
  88-13-1
- 75-65-0
- ~86%
- In-stock
  
  19228-91-2
References
- Eisai Co., Ltd. Patent: EP1669348 A1, 2006 ; Location in patent: Page/Page column 74 ;
Route2
- In-stock
  
  22288-78-4
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  19228-91-2
References
- Dominguez-Manzanares, Esteban Patent: US2006/276532 A1, 2006 ; Location in patent: Page/Page column 4 ;
Route3
- In-stock
  
  872-31-1
- In-stock
  
  4248-19-5
- ~85%
- In-stock
  
  19228-91-2
References
- Ma, Fangfang; Xie, Xiaomin; Zhang, Lei; Peng, Zhiyong; Ding, Lina; Fu, Lei; Zhang, Zhaoguo Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5279 - 5285

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 38.33
LogP 3.0951
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

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tert-Butyl N-(3-Thienyl)carbamate

CAS No. 19228-91-2

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