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(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate

  • CAS No. 487048-28-2

  • Cat. No. CS-0186054
  • Purity≥97%
  • MDL No.MFCD03787928

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

(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate|CS-0186054

Structure of 487048-28-2

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General Information

  • CAS No. 487048-28-2
  • Cat. No. CS-0186054
  • Purity ≥97%
  • MDL No. MFCD03787928
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈N₂O₄
  • Molecular Weight 254.28
  • Synonym(s) 1,2-Pyrrolidinedicarboxylicacid, 4-cyano-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4S)-
  • SMILES CC(C)(C)OC(=O)N1C[C@H](C[C@H]1C(=O)OC)C#N

Description

(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate features a chiral pyrrolidine core with orthogonal protecting groups enabling selective functionalization. The tert-butyl and methyl esters provide stability and orthogonal deprotection pathways, while the cyano group serves as a versatile handle for downstream transformations. This scaffold supports efficient access to complex nitrogen-containing architectures under standard conditions.

Application

(2S,4S)-1-tert-Butyl 2-methyl 4-cyanopyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and natural product synthesis. The protected diester framework enables selective functionalization at C2 and C4, while the nitrile group provides a versatile handle for downstream transformations including hydrolysis, reduction, or cyclization. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to chiral heterocyclic scaffolds common in pharmaceutical intermediates.

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

Quality Control

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Computational Chemistry Data

  • TPSA   79.63
  • LogP   1.30858
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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