tert-Butyl (4-bromothiazol-2-yl)carbamate

Name: tert-Butyl (4-bromothiazol-2-yl)carbamate
Brand: ChemScene
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CAS No. 944804-88-0
Cat. No. CS-M3527
Purity≥95%
MDL No.MFCD11111844

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl (4-bromothiazol-2-yl)carbamate|CS-M3527

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General Information

CAS No. 944804-88-0
Cat. No. CS-M3527
Purity ≥95%
MDL No. MFCD11111844
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁BrN₂O₂S
Molecular Weight 279.15
Synonym(s) tert-Butyl 4-bromothiazol-2-ylcarbamate
SMILES BrC1=CSC(NC(OC(C)(C)C)=O)=N1

Description

tert-Butyl (4-bromothiazol-2-yl)carbamate features a brominated thiazole core with a tert-butyl carbamate handle, enabling direct incorporation into peptide and heterocyclic scaffolds. This bench-stable reagent facilitates efficient coupling reactions under standard conditions, offering robust compatibility in synthetic workflows requiring halogenated building blocks.

Application

tert-Butyl (4-bromothiazol-2-yl)carbamate serves as a versatile building block for thiazole-based scaffolds in medicinal chemistry and materials science. The bromine substituent enables direct functionalization via palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate group provides excellent stability and mild deprotection conditions. It functions as a robust precursor for C–H functionalization and heterocycle elaboration, with high compatibility in standard synthetic workflows.

Synthesis

Route1
- In-stock
  
  405939-39-1
- ~99%
- In-stock
  
  944804-88-0
References
- AMGEN INC.; ZENG, Qingping; YUAN, Chester Chenguang; YAO, Guomin; WANG, Xianghong; TADESSE, Seifu; ST. JEAN, JR., David J.; REICHELT, Andreas; LIU, Qingyian; HONG, Fang-Tsao; HAN, Nianhe; FOTSCH, Christopher H.; DAVIS, Carl D.; BOURBEAU, Matthew P.; ASHTON, Kate S.; ALLEN, John G. Patent: WO2010/83246 A1, 2010 ; Location in patent: Page/Page column 123 ;
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  944804-88-0
References
- US2012/108591 A1, ;

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 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 (4-bromothiazol-2-yl)carbamate

CAS No. 944804-88-0

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