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(S)-tert-Butyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate

  • CAS No. 132945-75-6

  • Cat. No. CS-0154771
  • Molecule weight265.33
  • Purity≥97%
  • MDL No.MFCD09953436

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

(S)-tert-Butyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate|CS-0154771

Structure of 132945-75-6

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General Information

  • CAS No. 132945-75-6
  • Cat. No. CS-0154771
  • Purity ≥97%
  • MDL No. MFCD09953436
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₅S
  • Molecular Weight 265.33
  • Synonym(s) 1-Pyrrolidinecarboxylic acid, 3-[(methylsulfonyl)oxy]-, 1,1-dimethylethylester, (3S)-
  • SMILES CC(C)(C)OC(=O)N1CC[C@@H](C1)OS(=O)(=O)C

Description

(S)-tert-Butyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate is a chiral pyrrolidine derivative featuring a bench-stable methylsulfonyloxy leaving group. This moiety enables efficient nucleophilic substitution in asymmetric synthesis, particularly in the installation of functionalized nitrogen-containing scaffolds. The tert-butyl ester offers enhanced solubility and stability during purification.

Application

(S)-tert-Butyl 3-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate serves as a robust chiral pyrrolidine building block, enabling stereoselective functionalization via nucleophilic substitution. The methylsulfonyloxy group provides excellent leaving group ability, facilitating efficient C–N and C–C bond formation under mild conditions. Its tert-butyl carbamate protection offers bench stability and compatibility with diverse reaction environments, simplifying purification and enabling integration into complex synthetic sequences for medicinal chemistry and natural product synthesis.

Safety Information

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

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