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CS-W001157 4
Total: USD 88.00

Boc-D-Pro-OMe

  • CAS No. 73323-65-6

  • Cat. No. CS-W019985
  • Molecule weight229.28
  • Purity≥97%
  • MDL No.MFCD00190828

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

Boc-D-Pro-OMe|CS-W019985

Structure of 73323-65-6

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General Information

  • CAS No. 73323-65-6
  • Cat. No. CS-W019985
  • Purity ≥97%
  • MDL No. MFCD00190828
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.28
  • Synonym(s) N-Boc-D-proline Methyl Ester
  • SMILES O=C(OC(C)(C)C)N(CCC1)[C@H]1C(OC)=O

Description

Boc-D-Pro-OMe features a protected D-proline moiety with a methyl ester group, enabling direct incorporation into peptide chains without racemization. The Boc group ensures stability during synthesis, while the OMe functionality facilitates efficient coupling under standard conditions. This derivative serves as a key building block in the construction of constrained peptidomimetics and bioactive oligomers.

Application

Boc-D-Pro-OMe serves as a versatile building block in peptide synthesis, enabling efficient incorporation of D-proline residues with enhanced stability and solubility. The Boc group provides reliable protection for the amine, while the methyl ester facilitates straightforward hydrolysis or further derivatization. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for iterative synthesis of cyclic peptides and bioactive scaffolds.

Synthesis

  • Route1
    • Methyl 1-Boc-pyrrole-2-carboxylate|CS-0205679
      294659-30-6
    • ~%
    • In-stock
      Boc-Pro-OMe|CS-B0426
      59936-29-7
    • In-stock
      Boc-D-Pro-OMe|CS-W019985
      73323-65-6

    References

    • Journal of the American Chemical Society, , vol. 130, # 3 p. 808 - 809
  • Route2
    • In-stock
      N-Boc-D-proline|CS-D0669
      37784-17-1
    • null|null
      74-88-4
    • ~66%
    • In-stock
      Boc-D-Pro-OMe|CS-W019985
      73323-65-6

    References

    • ZALICUS PHARMACEUTICALS LTD.; PAJOUHESH, Hassan, A.; HOLLAND, Richard; ZHANG, Lingyun; PAJOUHESH, Hossein, O.; LAMONTAGNE, Jason; WHELAN, Brendan; SHORT, Glenn, F., III.; ROMERO, Donna, L. Patent: WO2013/131018 A1, 2013 ; Location in patent: Page/Page column 38 ;
  • Route3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • (R)-Methyl pyrrolidine-2-carboxylate|CS-0059199
      43041-12-9
    • ~%
    • In-stock
      Boc-D-Pro-OMe|CS-W019985
      73323-65-6

    References

    • US2009/93472 A1, ; Page/Page column 31-32 ; US 20090093472 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

Quality Control

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Computational Chemistry Data

  • TPSA   55.84
  • LogP   1.5589
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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