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CS-W001157 4
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Tert-butyl (4-bromothiazol-2-yl)methylcarbamate

  • CAS No. 697299-87-9

  • Cat. No. CS-W001022
  • Purity≥98%
  • MDL No.MFCD13191707

*For research and further manufacturing use only, not for direct human use.

Tert-butyl (4-bromothiazol-2-yl)methylcarbamate|CS-W001022

Structure of 697299-87-9

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General Information

  • CAS No. 697299-87-9
  • Cat. No. CS-W001022
  • Purity ≥98%
  • MDL No. MFCD13191707
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃BrN₂O₂S
  • Molecular Weight 293.18
  • Synonym(s) tert-butyl (4-bromothiazol-2-yl)methylcarbamate
  • SMILES CC(C)(C)OC(NCC1=NC(Br)=CS1)=O

Description

tert-Butyl ((4-bromothiazol-2-yl)methyl)carbamate delivers a stable, moisture-tolerant platform for installing brominated thiazole motifs in late-stage functionalization. This bench-stable carbamate anchors the 4-bromothiazol-2-ylmethyl group with high fidelity, enabling efficient coupling and diversification in medicinal chemistry and materials synthesis.

Application

tert-Butyl ((4-bromothiazol-2-yl)methyl)carbamate serves as a stable, bench-ready building block for the incorporation of bromothiazole motifs into complex molecules. The carbamate group enables straightforward deprotection under mild acidic conditions, while the pendant bromine supports diverse cross-coupling reactions, including Suzuki and Stille couplings. Its functional group tolerance and compatibility with standard synthetic workflows make it a reliable reagent for medicinal chemistry and process development.

Synthesis

  • Route1
    • 1-(4-Bromo-1,3-thiazol-2-yl)methanamine|CS-B1233
      697299-86-8
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~74%
    • In-stock
      Tert-butyl (4-bromothiazol-2-yl)methylcarbamate|CS-W001022
      697299-87-9

    References

    • Wallace, Eli; Topolov, George; Zhao, Qian; Lyssikatos, Joseph P. Patent: US2005/101617 A1, 2005 ; Location in patent: Page/Page column 10 ;

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   51.22
  • LogP   2.9303
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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