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tert-Butyl 3-(bromomethyl)pyrrolidine-1-carboxylate

  • CAS No. 305329-97-9

  • Cat. No. CS-D0748
  • Molecule weight264.16
  • Purity≥95%
  • MDL No.MFCD06410515

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

tert-Butyl 3-(bromomethyl)pyrrolidine-1-carboxylate|CS-D0748

Structure of 305329-97-9

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General Information

  • CAS No. 305329-97-9
  • Cat. No. CS-D0748
  • Purity ≥95%
  • MDL No. MFCD06410515
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈BrNO₂
  • Molecular Weight 264.16
  • Synonym(s) 1-Boc-3-bromomethyl-pyrrolidine
  • SMILES O=C(N1CC(CBr)CC1)OC(C)(C)C

Description

tert-Butyl 3-(bromomethyl)pyrrolidine-1-carboxylate features a bromomethyl group attached to a pyrrolidine ring, enabling direct functionalization in late-stage synthesis. The tert-butyl ester provides stability and ease of deprotection under mild acidic conditions. This reagent integrates readily into diversification workflows for medicinal chemistry and peptide modification.

Application

tert-Butyl 3-(bromomethyl)pyrrolidine-1-carboxylate serves as a versatile building block for the synthesis of pyrrolidine-based scaffolds, enabling efficient introduction of bromomethyl functionality at the 3-position. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions facilitate rapid diversification in medicinal chemistry campaigns. The tert-butyl carbamate group provides orthogonal protection and can be readily removed under mild acidic conditions.

Synthesis

  • Route1

    References

    • WO2007/58850 A2, ; Page/Page column 52-53 ; WO 2007/058850 A2
  • Route2
    • null|null
      305329-96-8
    • ~80%
    • In-stock
      tert-Butyl 3-(bromomethyl)pyrrolidine-1-carboxylate|CS-D0748
      305329-97-9

    References

    • Bioorganic and Medicinal Chemistry, , vol. 12, # 5 p. 1151 - 1175
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 12, # 5 p. 1151 - 1175

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   2.6383
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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