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1-tert-Butyl 3-methyl 3-aminopyrrolidine-1,3-dicarboxylate

  • CAS No. 942190-47-8

  • Cat. No. CS-0052371
  • Purity≥97%
  • MDL No.None

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

1-tert-Butyl 3-methyl 3-aminopyrrolidine-1,3-dicarboxylate|CS-0052371

Structure of 942190-47-8

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General Information

  • CAS No. 942190-47-8
  • Cat. No. CS-0052371
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₄
  • Molecular Weight 244.29
  • Synonym(s) O1-tert-butyl O3-methyl 3-aminopyrrolidine-1,3-dicarboxylate
  • SMILES COC(=O)C1(N)CCN(C1)C(=O)OC(C)(C)C

Description

1-tert-Butyl 3-methyl 3-aminopyrrolidine-1,3-dicarboxylate features a sterically hindered pyrrolidine core with orthogonal protecting groups, enabling selective transformations. The tert-butyl ester and methyl ester moieties offer complementary deprotection pathways, while the primary amine facilitates conjugation or derivatization. This scaffold provides robust stability under standard conditions and supports efficient access to complex heterocyclic architectures in medicinal chemistry and peptide mimicry applications.

Application

1-tert-Butyl 3-methyl 3-aminopyrrolidine-1,3-dicarboxylate serves as a versatile pyrrolidine-based building block in medicinal chemistry, enabling the synthesis of nitrogen-containing heterocycles and peptide mimetics. The protected amine and two ester functionalities offer orthogonal reactivity for sequential transformations. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex scaffolds in API development.

Synthesis

  • Route1
    • In-stock
      3-Amino-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid|CS-0041836
      862372-66-5
    • null|null
      18107-18-1
    • ~%
    • In-stock
      1-tert-Butyl 3-methyl 3-aminopyrrolidine-1,3-dicarboxylate|CS-0052371
      942190-47-8

    References

    • F. HOFFMANN-LA ROCHE AG; HENDRICKS, Robert Than; HERMANN, Johannes Cornelius; KONDRU, Rama K.; LOU, Yan; LYNCH, Stephen M.; OWENS, Timothy D.; SOTH, Michael; YEE, Calvin Wesley Patent: WO2011/144584 A1, 2011 ; Location in patent: Page/Page column 54 ; WO 2011/144584 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

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Computational Chemistry Data

  • TPSA   81.86
  • LogP   0.4977
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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