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CS-W001157 4
Total: USD 88.00

(S)-methyl 2-amino-3-cyclohexylpropanoate hydrochloride

  • CAS No. 17193-39-4

  • Cat. No. CS-W007136
  • Purity≥97%
  • MDL No.MFCD00153486

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

(S)-methyl 2-amino-3-cyclohexylpropanoate hydrochloride|CS-W007136

Structure of 17193-39-4

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General Information

  • CAS No. 17193-39-4
  • Cat. No. CS-W007136
  • Purity ≥97%
  • MDL No. MFCD00153486
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀ClNO₂
  • Molecular Weight 221.72
  • Synonym(s) None
  • SMILES O=C(OC)[C@@H](N)CC1CCCCC1.[H]Cl

Description

This chiral building block features a (S)-configured methyl ester and a cyclohexyl-substituted alpha-carbon, delivering high enantioselectivity in asymmetric synthesis. The hydrochloride salt enhances solubility and stability under standard handling conditions, facilitating integration into peptide and pharmaceutical intermediates.

Application

(S)-Methyl 2-amino-3-cyclohexylpropanoate hydrochloride serves as a chiral building block for the synthesis of bioactive molecules, leveraging its well-defined stereochemistry and amine functionality. The cyclohexyl group provides conformational rigidity beneficial in medicinal chemistry applications. This compound facilitates efficient peptide coupling and is compatible with standard protecting group strategies, enabling straightforward incorporation into complex scaffolds. Its bench-stable hydrochloride salt form ensures ease of handling and purification.

Synthesis

  • Route1

    References

    • Synthesis, , # 14 art. no. Z02609SS, p. 2440 - 2446
  • Route2
    • null|null
      67-56-1
    • (S)-2-Amino-3-cyclohexylpropanoic acid hydrochloride|CS-0534846
      25528-71-6
    • ~85%
    • In-stock
      (S)-methyl 2-amino-3-cyclohexylpropanoate hydrochloride|CS-W007136
      17193-39-4

    References

    • European Journal of Medicinal Chemistry, , vol. 68, p. 253 - 259
  • Route3
    • In-stock
      H-Phe-OMe.hydrochloride|CS-W019793
      7524-50-7
    • ~78%
    • In-stock
      (S)-methyl 2-amino-3-cyclohexylpropanoate hydrochloride|CS-W007136
      17193-39-4
    • (S)-(+)-2-Amino-3-cyclohexyl-1-propanol HCl|CS-0207609
      117160-99-3

    References

    • Advanced Synthesis and Catalysis, , vol. 343, # 8 p. 802 - 808

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

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.8789
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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