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CS-W001157 4
Total: USD 88.00

N-Boc-trans-4-fluoro-L-proline

  • CAS No. 203866-14-2

  • Cat. No. CS-0039074
  • Purity≥97%
  • MDL No.MFCD06796085

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

N-Boc-trans-4-fluoro-L-proline|CS-0039074

Structure of 203866-14-2

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General Information

  • CAS No. 203866-14-2
  • Cat. No. CS-0039074
  • Purity ≥97%
  • MDL No. MFCD06796085
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆FNO₄
  • Molecular Weight 233.24
  • Synonym(s) None
  • SMILES O=C(N1[C@H](C(O)=O)C[C@@H](F)C1)OC(C)(C)C

Description

N-Boc-trans-4-fluoro-L-proline features a sterically constrained proline scaffold with a bench-stable Boc protecting group and a strategically positioned fluorine atom at the C4 position. This configuration enhances conformational rigidity and modulates electronic properties, enabling efficient incorporation into peptide sequences. The trans stereochemistry ensures predictable folding behavior in synthetic peptides.

Synthesis

  • Route1
    • null|null
      587887-98-7
    • ~99%
    • In-stock
      N-Boc-trans-4-fluoro-L-proline|CS-0039074
      203866-14-2

    References

    • Hodges, Jonathan A.; Raines, Ronald T. Journal of the American Chemical Society, 2005 , vol. 127, # 45 p. 15923 - 15932
  • Route2

    References

    • Chiba, Jun; Takayama, Gensuke; Takashi, Tohru; Yokoyama, Mika; Nakayama, Atsushi; Baldwin, John J.; McDonald, Edward; Moriarty, Kevin J.; Sarko, Christopher R.; Saionz, Kurt W.; Swanson, Robert; Hussain, Zahid; Wong, Angela; MacHinaga, Nobuo Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 8 p. 2725 - 2746
  • Route3
    • 2-Benzyl 1-(tert-butyl) (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate|CS-0159087
      132622-90-3
    • ~%
    • In-stock
      N-Boc-trans-4-fluoro-L-proline|CS-0039074
      203866-14-2

    References

    • Journal of the American Chemical Society, , vol. 127, # 45 p. 15923 - 15932

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.4185
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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