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CS-W001157 4
Total: USD 88.00

(S)-1-Boc-3-(Bromomethyl)pyrrolidine

  • CAS No. 1067230-64-1

  • Cat. No. CS-0005404
  • Molecule weight264.16
  • Purity≥97%
  • MDL No.MFCD08059334

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

(S)-1-Boc-3-(Bromomethyl)pyrrolidine|CS-0005404

Structure of 1067230-64-1

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General Information

  • CAS No. 1067230-64-1
  • Cat. No. CS-0005404
  • Purity ≥97%
  • MDL No. MFCD08059334
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈BrNO₂
  • Molecular Weight 264.16
  • Synonym(s) tert-butyl (3S)-3-(broMoMethyl)pyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N(CC1)C[C@H]1CBr

Description

(S)-1-Boc-3-(Bromomethyl)pyrrolidine features a stereodefined pyrrolidine core with a Boc-protected amine and a bromomethyl group at the 3-position. This bifunctional building block enables site-selective coupling reactions, integrating readily into peptide extensions or complex heterocycles. The pendant bromide serves as a potent electrophile for nucleophilic substitution, while the Boc group ensures stability during manipulations. Its bench-stable nature supports straightforward handling in synthetic workflows.

Application

(S)-1-Boc-3-(Bromomethyl)pyrrolidine serves as a versatile chiral building block for the synthesis of pyrrolidine-containing pharmaceuticals and bioactive molecules. The bromomethyl group enables efficient alkylation and Suzuki-type coupling reactions, while the Boc-protected amine ensures stability and compatibility with standard synthetic workflows. Its stereochemical integrity facilitates enantioselective transformations, making it ideal for medicinal chemistry applications requiring precise stereocontrol.

Synthesis

  • Route1

    References

    • DAC SRL; AMICI, Raffaella; COLOMBO, Andrea; COURTNEY, Stephen Martin; MERCURIO, Ciro; MONTALBETTI, Christian Aldo Georges Napoleon; MORTONI, Annalisa; VARASI, Mario Patent: WO2013/64919 A1, 2013 ; Location in patent: Page/Page column 64 ;

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

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