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CS-W001157 4
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Tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate

  • CAS No. 215183-27-0

  • Cat. No. CS-0312703
  • Molecule weight292.19
  • Purity≥95%
  • MDL No.None

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

Tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate|CS-0312703

Structure of 215183-27-0

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General Information

  • CAS No. 215183-27-0
  • Cat. No. CS-0312703
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄BrNO₂S
  • Molecular Weight 292.19
  • Synonym(s) tert-Butyl N-[(5-bromo-2-thienyl)methyl]carbamate N-Boc-5-bromothiophene-2-methylamine
  • SMILES CC(C)(OC(NCC1=CC=C(S1)Br)=O)C

Description

Tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate features a brominated thiophene scaffold with a tert-butyl carbamate-protected amine, enabling stable incorporation into cross-coupling and functionalization workflows. The pendant bromide facilitates palladium-catalyzed transformations, while the robust carbamate group resists premature deprotection under standard reaction conditions.

Application

Tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate serves as a versatile building block for the synthesis of brominated thiophene derivatives. The protected amine functionality enables orthogonal handling in multi-step sequences, while the pendant bromide supports palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient incorporation into heterocyclic scaffolds and functionalized intermediates used in medicinal chemistry and materials science.

Synthesis

  • Route1
    • Thiophen-2-ylmethyl-carbamic acid tert-butyl ester|CS-0340610
      401485-19-6
    • ~84%
    • In-stock
      Tert-butyl ((5-bromothiophen-2-yl)methyl)carbamate|CS-0312703
      215183-27-0

    References

    • Klare, Jennifer E.; Murray, Ian P.; Goldberger, Joshua; Stupp, Samuel I. Chemical Communications, 2009 , # 25 p. 3705 - 3707
  • Route2

    References

    • Journal of Polymer Science, Part A: Polymer Chemistry, , vol. 49, # 22 p. 4861 - 4874
  • Route3

    References

    • Journal of Polymer Science, Part A: Polymer Chemistry, , vol. 49, # 22 p. 4861 - 4874

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   3.5353
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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