2-Bromo-4-(N-tert-butyloxycarbonylamino)thiophene

Name: 2-Bromo-4-(N-tert-butyloxycarbonylamino)thiophene
Brand: ChemScene
Availability: InStock
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CAS No. 494833-75-9
Cat. No. CS-W021607
Purity≥97%
MDL No.MFCD11109813

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-4-(N-tert-butyloxycarbonylamino)thiophene|CS-W021607

Structure of 494833-75-9

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General Information

CAS No. 494833-75-9
Cat. No. CS-W021607
Purity ≥97%
MDL No. MFCD11109813
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BrNO₂S
Molecular Weight 278.17
Synonym(s) 2-Methyl-2-propanyl (5-bromo-3-thienyl)carbamate
SMILES BrC1=CC(=CS1)NC(=O)OC(C)(C)C

Description

2-Bromo-4-(N-tert-butyloxycarbonylamino)thiophene features a bromo substituent at the 2-position and a sterically hindered carbamate group at the 4-position, enabling selective cross-coupling reactions. This bench-stable, moisture-tolerant building block integrates seamlessly into complex heterocyclic architectures for medicinal chemistry applications.

Application

2-Bromo-4-(N-tert-butyloxycarbonylamino)thiophene serves as a versatile building block for the synthesis of biologically relevant thiophene-containing scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the Boc-protected amine offers orthogonal functionality for subsequent deprotection and derivatization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic architectures in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  100523-84-0
- 75-65-0
- ~%
- In-stock
  
  494833-75-9
References
- WO2004/63186 A1, ; Page 35-36 ; WO 2004/063186 A1
Route2
- 1373346-87-2
- 75-65-0
- ~%
- In-stock
  
  494833-75-9
References
- Macromolecules, , vol. 43, # 2 p. 797 - 804

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

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Computational Chemistry Data

TPSA 38.33
LogP 3.8576
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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2-Bromo-4-(N-tert-butyloxycarbonylamino)thiophene

CAS No. 494833-75-9

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