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CS-W001157 4
Total: USD 88.00

Z-Hyp-OMe

  • CAS No. 64187-48-0

  • Cat. No. CS-W008370
  • Purity≥95%
  • MDL No.MFCD00055851

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

Z-Hyp-OMe|CS-W008370

Structure of 64187-48-0

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General Information

  • CAS No. 64187-48-0
  • Cat. No. CS-W008370
  • Purity ≥95%
  • MDL No. MFCD00055851
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇NO₅
  • Molecular Weight 279.29
  • Synonym(s) None
  • SMILES O=C(OCC1=CC=CC=C1)N2[C@@H](C[C@H](C2)O)C(OC)=O

Description

Z-Hyp-OMe features a stereodefined Z-configured hydrazide moiety with a methoxy group, delivering enhanced stability and selective reactivity in peptide synthesis. This bench-stable derivative enables efficient coupling under mild conditions, streamlining the construction of complex peptide architectures.

Application

Z-Hyp-OMe serves as a well-defined, bench-stable building block for the stereoselective synthesis of Z-configured enol ethers and related unsaturated systems. Its robust functional group tolerance enables reliable coupling in established protocols, facilitating efficient access to complex molecular architectures in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      67-56-1
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      N-Cbz-Hydroxy-L-proline|CS-W016758
      13504-85-3
    • ~99%
    • In-stock
      Z-Hyp-OMe|CS-W008370
      64187-48-0

    References

    • Gregson, Stephen J.; Howard, Philip W.; Gullick, Darren R.; Hamaguchi, Anzu; Corcoran, Kathryn E.; Brooks, Natalie A.; Hartley, John A.; Jenkins, Terence C.; Patel, Sejal; Guille, Matthew J.; Thurston, David E. Journal of Medicinal Chemistry, 2004 , vol. 47, # 5 p. 1161 - 1174
  • Route2
    • In-stock
      H-Hyp-OMe hydrochloride|CS-M0623
      40216-83-9
    • null|null
      501-53-1
    • ~99%
    • In-stock
      Z-Hyp-OMe|CS-W008370
      64187-48-0

    References

    • Maison; Arce; Renold; Kennedy; Kemp Journal of the American Chemical Society, 2001 , vol. 123, # 42 p. 10245 - 10254
  • Route3

    References

    • PFIZER LIMITED; BURGESS, Gary Patent: WO2012/114223 A1, 2012 ; Location in patent: Page/Page column 82-83 ; WO 2012/114223 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   76.07
  • LogP   0.9314
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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