tert-Butyl (2-bromothiazol-5-yl)carbamate

Name: tert-Butyl (2-bromothiazol-5-yl)carbamate
Brand: ChemScene
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CAS No. 1094070-77-5
Cat. No. CS-W018712
Molecule weight279.15
Purity≥98%
MDL No.MFCD13195442

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Excepted Quantity	$0.00
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tert-Butyl (2-bromothiazol-5-yl)carbamate|CS-W018712

Structure of 1094070-77-5

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General Information

CAS No. 1094070-77-5
Cat. No. CS-W018712
Purity ≥98%
MDL No. MFCD13195442
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁BrN₂O₂S
Molecular Weight 279.15
Synonym(s) tert-Butyl N-(2-broMo-5-thiazolyl)carbaMate
SMILES BrC1=NC=C(S1)NC(OC(C)(C)C)=O

Description

tert-Butyl (2-bromothiazol-5-yl)carbamate features a brominated thiazole core with a bench-stable carbamate protecting group, enabling direct incorporation into diverse synthetic sequences. The electron-deficient heterocycle facilitates transition-metal-catalyzed coupling reactions, while the tert-butyl carbamate moiety simplifies purification and enhances solubility in organic media. This compound serves as a key intermediate for accessing functionalized thiazole derivatives in medicinal chemistry and materials science applications.

Application

tert-Butyl (2-bromothiazol-5-yl)carbamate serves as a versatile building block for thiazole-based scaffolds in medicinal chemistry. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate group provides stability and convenient deprotection under mild acidic conditions. This compound exhibits excellent bench stability and functional group tolerance, facilitating efficient synthesis of complex heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  54045-76-0
- 75-65-0
- ~66%
- In-stock
  
  1094070-77-5
References
- WO2009/11880 A2, ; Page/Page column 138-139 ; WO 2009/011880 A2

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 51.22
LogP 3.2526
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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tert-Butyl (2-bromothiazol-5-yl)carbamate

CAS No. 1094070-77-5

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