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CS-W001157 4
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(R)-1-Boc-pyrrolidine-1,3-dicarboxylate

  • CAS No. 441717-40-4

  • Cat. No. CS-B0424
  • Purity≥98%
  • MDL No.MFCD09954284

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

(R)-1-Boc-pyrrolidine-1,3-dicarboxylate|CS-B0424

Structure of 441717-40-4

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General Information

  • CAS No. 441717-40-4
  • Cat. No. CS-B0424
  • Purity ≥98%
  • MDL No. MFCD09954284
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) (R)-1-tert-butyl 3-methyl pyrrolidine-1,3-dicarboxylate
  • SMILES O=C(OC(C)(C)C)N(CC1)C[C@@H]1C(OC)=O

Description

(R)-1-Boc-pyrrolidine-1,3-dicarboxylate features a stereochemically defined pyrrolidine core with orthogonal Boc and dicarboxylate functionalities. This configuration enables selective derivatization in asymmetric synthesis, particularly in peptide mimetics and catalyst design. The protected amine and stable ester groups facilitate sequential functionalization under standard conditions.

Application

(R)-1-Boc-pyrrolidine-1,3-dicarboxylate serves as a key chiral building block in asymmetric synthesis, enabling efficient access to pyrrolidine-containing scaffolds. The Boc group provides excellent stability and ease of removal under mild acidic conditions, while the 1,3-dicarboxylate functionality supports orthogonal derivatization. This compound facilitates diverse transformations including reductive amination, cross-coupling, and heterocycle formation, making it highly valuable for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      (R)-1-N-Boc-beta-proline|CS-B0422
      72925-16-7
    • null|null
      18107-18-1
    • ~%
    • In-stock
      (R)-1-Boc-pyrrolidine-1,3-dicarboxylate|CS-B0424
      441717-40-4

    References

    • WO2007/70398 A1, ; Page/Page column 188 ; WO 2007/070398 A1
  • Route2

    References

    • Organic Process Research and Development, , vol. 13, # 2 p. 292 - 296

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   55.84
  • LogP   1.4164
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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