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CS-W001157 4
Total: USD 88.00

(S)-5-methylmorpholin-3-one

  • CAS No. 119844-66-5

  • Cat. No. CS-W023097
  • Molecule weight115.13
  • Purity≥97%
  • MDL No.MFCD12547742

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

(S)-5-methylmorpholin-3-one|CS-W023097

Structure of 119844-66-5

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General Information

  • CAS No. 119844-66-5
  • Cat. No. CS-W023097
  • Purity ≥97%
  • MDL No. MFCD12547742
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) (5S)-5-methylmorpholin-3-one
  • SMILES O=C1N[C@@H](C)COC1

Description

(S)-5-methylmorpholin-3-one is a chiral lactam featuring a stereodefined methyl group at the 5-position, offering enhanced stability and predictable reactivity in asymmetric synthesis. This bench-stable scaffold integrates readily into complex molecular architectures, particularly in medicinal chemistry campaigns targeting bioactive heterocycles.

Application

(S)-5-Methylmorpholin-3-one serves as a versatile chiral building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and medicinal scaffolds. Its constrained cyclic amide structure provides enhanced stability and predictable stereocontrol in nucleophilic transformations. The molecule exhibits excellent functional group tolerance and facilitates efficient derivatization under mild conditions, making it well-suited for iterative synthesis workflows and scale-up applications in pharmaceutical development.

Synthesis

  • Route1
    • null|null
      94193-79-0
    • ~80%
    • In-stock
      (S)-5-methylmorpholin-3-one|CS-W023097
      119844-66-5

    References

    • SPHAERA PHARMA PVT. LTD.; DUGAR, Sundeep; MAHAJAN, Dinesh; HOLLINGER PETER, Frank; SHARMA, Amit; TRIPATHI, Vinayak; KUILA, Bilash Patent: WO2014/16849 A2, 2014 ; Location in patent: Page/Page column 126; 127 ;
  • Route2
    • In-stock
      L-Alaninol|CS-B1303
      2749-11-3
    • null|null
      105-39-5
    • ~85%
    • In-stock
      (S)-5-methylmorpholin-3-one|CS-W023097
      119844-66-5

    References

    • AMR TECHNOLOGY, INC. Patent: US2008/255114 A1, 2008 ; Location in patent: Page/Page column 17 ;
  • Route3
    • In-stock
      L-Alaninol|CS-B1303
      2749-11-3
    • null|null
      542-58-5
    • ~16%
    • In-stock
      (S)-5-methylmorpholin-3-one|CS-W023097
      119844-66-5

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1785418 A1, 2007 ; Location in patent: Page/Page column 147-148 ;

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   38.33
  • LogP   -0.4787
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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