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CS-W001157 4
Total: USD 88.00

(3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide hydrochloride

  • CAS No. 850252-34-5

  • Cat. No. CS-M1844
  • Purity≥97%
  • MDL No.MFCD21606965

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

(3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide hydrochloride|CS-M1844

Structure of 850252-34-5

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General Information

  • CAS No. 850252-34-5
  • Cat. No. CS-M1844
  • Purity ≥97%
  • MDL No. MFCD21606965
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₉ClN₂O₂
  • Molecular Weight 222.71
  • Synonym(s) Telaprevir Intermediate 2
  • SMILES N[C@@H](CCC)C(O)C(NC1CC1)=O.Cl

Description

This chiral amide derivative features a cyclopropyl group that enhances metabolic stability and a hydroxyl moiety enabling hydrogen bonding in target interactions. The (3S)-stereochemistry ensures precise spatial orientation for selective binding, while the hydrochloride salt improves solubility and handling under standard conditions.

Application

(3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide hydrochloride serves as a versatile chiral building block for peptide and peptidomimetic synthesis, offering a well-defined stereocenter at C3 and orthogonal functional groups for sequential derivatization. The cyclopropyl amide moiety enhances metabolic stability and modulates lipophilicity, while the hydroxyl and primary amine functionalities enable efficient coupling, protection, and conjugation strategies in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • WO2005/58821 A1, ; Page/Page column 63 ; WO 2005/058821 A1
  • Route2

    References

    • ACS Medicinal Chemistry Letters, , vol. 1, # 2 p. 64 - 69
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 8 p. 2295 - 2298

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.35
  • LogP   0.1751
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   5

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