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CS-W001157 4
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Boc-3,4-dehydro-L-proline

  • CAS No. 51154-06-4

  • Cat. No. CS-W000410
  • Purity≥95%
  • MDL No.MFCD00037896

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

Boc-3,4-dehydro-L-proline|CS-W000410

Structure of 51154-06-4

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General Information

  • CAS No. 51154-06-4
  • Cat. No. CS-W000410
  • Purity ≥95%
  • MDL No. MFCD00037896
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₄
  • Molecular Weight 213.23
  • Synonym(s) N-T-boc-3-4-dehydro-L-proline
  • SMILES OC(=O)[C@@H]1C=CCN1C(=O)OC(C)(C)C

Description

Boc-3,4-dehydro-L-proline is a sterically constrained, bench-stable proline derivative featuring a conjugated double bond between C3 and C4. This electron-deficient alkene enables efficient coupling in peptide synthesis and facilitates stereoselective transformations. The Boc group ensures excellent solubility and compatibility with standard deprotection protocols, streamlining access to functionalized proline scaffolds for medicinal chemistry applications.

Synthesis

  • Route1

    References

    • GENENTECH, INC. Patent: WO2008/24725 A1, 2008 ; Location in patent: Page/Page column 132 ; WO 2008/024725 A1
  • Route2

    References

    • Shangguan, Ning; Joullie, Madeleine Tetrahedron Letters, 2009 , vol. 50, # 49 p. 6748 - 6750
  • Route3

    References

    • Stuermer; Schaefer; Wolfart; Stahr; Kazmaier; Helmchen Synthesis, 2001 , # 1 p. 46 - 48

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   66.84
  • LogP   1.2465
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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