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CS-W001157 4
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(2S,4S)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate

  • CAS No. 121148-01-4

  • Cat. No. CS-W002842
  • Purity≥95%
  • MDL No.MFCD01861781

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

(2S,4S)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate|CS-W002842

Structure of 121148-01-4

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General Information

  • CAS No. 121148-01-4
  • Cat. No. CS-W002842
  • Purity ≥95%
  • MDL No. MFCD01861781
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₄
  • Molecular Weight 244.29
  • Synonym(s) 1-(1,1-Dimethylethyl) 2-methyl (2S,4S)-4-amino-1,2-pyrrolidinedicarboxylate
  • SMILES COC(=O)[C@@H]1C[C@@H](CN1C(=O)OC(C)(C)C)N

Description

This chiral pyrrolidine derivative features a tert-butyl-protected amine and methyl-substituted backbone, enabling direct incorporation into peptide-like scaffolds. The (2S,4S) stereochemistry ensures high diastereoselectivity in cycloadditions and coupling reactions, while the bench-stable, moisture-tolerant nature simplifies handling under standard conditions.

Application

(2S,4S)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and peptide-like scaffold synthesis. The protected amine and dicarboxylate groups enable sequential functionalization, while the tert-butyl and methyl substituents provide steric control and bench stability. It facilitates efficient access to chiral heterocycles via standard coupling, reduction, and cyclization protocols in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      84520-68-3
    • ~96%
    • In-stock
      (2S,4S)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate|CS-W002842
      121148-01-4

    References

    • LG LIFE SCIENCES LTD. Patent: WO2010/56022 A2, 2010 ; Location in patent: Page/Page column 22 ; WO 2010/056022 A2
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 10 p. 2441 - 2445
  • Route3
    • null|null
      84520-67-2
    • ~%
    • In-stock
      (2S,4S)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate|CS-W002842
      121148-01-4

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 10 p. 2441 - 2445

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   81.86
  • LogP   0.4961
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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