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CS-W001157 4
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1-(tert-Butoxycarbonyl)pyrrolidin-3-yl methanesulfonate

  • CAS No. 141699-57-2

  • Cat. No. CS-W000327
  • Molecule weight265.33
  • Purity≥97%
  • MDL No.MFCD04116219

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

1-(tert-Butoxycarbonyl)pyrrolidin-3-yl methanesulfonate|CS-W000327

Structure of 141699-57-2

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General Information

  • CAS No. 141699-57-2
  • Cat. No. CS-W000327
  • Purity ≥97%
  • MDL No. MFCD04116219
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₅S
  • Molecular Weight 265.33
  • Synonym(s) tert-butyl 3-[(methylsulfonyl)oxy]pyrrolidine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CCC(C1)OS(C)(=O)=O

Description

This pyrrolidinyl methanesulfonate ester features a tert-butoxycarbonyl-protected amine and a reactive sulfonate leaving group, enabling efficient functionalization in synthetic sequences. The stable carbamate moiety facilitates selective derivatization under mild conditions, while the methanesulfonate group promotes high-yield coupling reactions.

Application

1-(tert-Butoxycarbonyl)pyrrolidin-3-yl methanesulfonate serves as a stable, bench-ready electrophilic building block for the construction of pyrrolidine-based scaffolds. The tert-butyl carbamate group provides orthogonal protection, while the methanesulfonate moiety enables efficient displacement reactions with nucleophiles under mild conditions. Its compatibility with diverse functional groups and ease of purification make it ideal for iterative synthesis in medicinal chemistry and natural product derivatization.

Synthesis

  • Route1
    • null|null
      83220-73-9
    • null|null
      124-63-0
    • ~97%
    • In-stock
      1-(tert-Butoxycarbonyl)pyrrolidin-3-yl methanesulfonate|CS-W000327
      141699-57-2

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Li; HU, Yuandong; YU, Rong; HU, Wei; ZHAO, Na; PENG, Yong; LUO, Hong; HAN, Yongxin Patent: WO2013/97773 A1, 2013 ; Location in patent: Paragraph 0150 ;
  • Route2
    • null|null
      124-63-0
    • null|null
      101385-93-7
    • ~64%
    • In-stock
      1-(tert-Butoxycarbonyl)pyrrolidin-3-yl methanesulfonate|CS-W000327
      141699-57-2

    References

    • ASTRAZENECA AB Patent: WO2006/73366 A1, 2006 ; Location in patent: Page/Page column 185 ; WO 2006/073366 A1
  • Route3

    References

    • US2011/212102 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

Quality Control

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Computational Chemistry Data

  • TPSA   72.91
  • LogP   0.972
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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