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CS-W001157 4
Total: USD 88.00

((S)-1-(Hydroxymethyl)-3-(methylthio)propyl)amine

  • CAS No. 2899-37-8

  • Cat. No. CS-0020145
  • Purity≥97%
  • MDL No.MFCD00004735

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

((S)-1-(Hydroxymethyl)-3-(methylthio)propyl)amine|CS-0020145

Structure of 2899-37-8

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General Information

  • CAS No. 2899-37-8
  • Cat. No. CS-0020145
  • Purity ≥97%
  • MDL No. MFCD00004735
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₃NOS
  • Molecular Weight 135.23
  • Synonym(s) L-Methioninol
  • SMILES OC[C@@H](N)CCSC

Description

(S)-1-(Hydroxymethyl)-3-(methylthio)propylamine features a chiral center with a hydroxymethyl group and a methylthio substituent, delivering enhanced solubility and metabolic stability. This scaffold integrates readily into peptide backbones and serves as a key building block for bioactive molecule synthesis.

Application

(S)-1-(Hydroxymethyl)-3-(methylthio)propylamine serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of sulfide-containing bioactive molecules. Its pendant hydroxymethyl and methylthio groups offer orthogonal reactivity for derivatization, while the stereogenic center ensures enantioselective incorporation into target scaffolds. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for use in multi-step syntheses and API development workflows.

Synthesis

  • Route1

    References

    • Suhartono, Marcel; Weidlich, Markus; Stein, Torsten; Karas, Michael; Duerner, Gerd; Goebel, Michael W. European Journal of Organic Chemistry, 2008 , # 9 p. 1608 - 1614
  • Route2
    • (S)-Methyl 2-amino-4-(methylthio)butanoate|CS-0566878
      10332-17-9
    • ~72%
    • In-stock
      ((S)-1-(Hydroxymethyl)-3-(methylthio)propyl)amine|CS-0020145
      2899-37-8

    References

    • Goncalves; Pinheiro; Da Silva; Da Costa; Kaiser; De Souza Synthetic Communications, 2011 , vol. 41, # 9 p. 1276 - 1281
  • Route3

    References

    • Seki; Koga; Matsuo; Ohki; Yamada Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 8 p. 995 - 1000

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   46.25
  • LogP   0.0591
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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