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CS-W001157 4
Total: USD 88.00

(S)-2-Methylmorpholine

  • CAS No. 74572-13-7

  • Cat. No. CS-W020614
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD11041199

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

(S)-2-Methylmorpholine|CS-W020614

Structure of 74572-13-7

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General Information

  • CAS No. 74572-13-7
  • Cat. No. CS-W020614
  • Purity ≥95%
  • MDL No. MFCD11041199
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO
  • Molecular Weight None
  • Synonym(s) (2S)-2-Methylmorpholine; (S)-2-Methyl-morpholine
  • SMILES C[C@H]1CNCCO1

Description

(S)-2-Methylmorpholine is a chiral heterocyclic amine featuring a stereogenic center at the 2-position, offering enhanced selectivity in asymmetric synthesis. This bench-stable, moisture-tolerant amine integrates readily into catalytic systems and serves as a key auxiliary in enantioselective transformations.

Application

(S)-2-Methylmorpholine serves as a chiral auxiliary and versatile building block in asymmetric synthesis, enabling stereoselective transformations through its well-defined stereochemistry. Its morpholine core exhibits favorable solubility and stability under standard reaction conditions, while the N-methyl group enhances nucleophilicity without compromising bench handling. This compound facilitates efficient functionalization in medicinal chemistry workflows, particularly in the construction of nitrogen-containing heterocycles and targeted API scaffolds.

Synthesis

  • Route1
    • null|null
      74572-10-4
    • ~72%
    • In-stock
      (S)-2-Methylmorpholine|CS-W020614
      74572-13-7

    References

    • KUDOS PHARMACEUTICALS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; FRIGERIO Mark; HUMMERSONE, Marc, Geoffrey; MENEAR, Keith, Allan; FINLAY, Maurice, Raymond, Verschoyle; GRIFFEN, Edward, Jolyon; RUSTON, Linette, Lys; MORRIS, Jeffrey, James; TING, Attila, Kuan, Tsuei; GOLDING, Bernard, Thomas; GRIFFIN, Roger, John; HARDCASTLE, Ian, Robert; RODRIGUEZ-ARISTEGUI, Sonsoles Patent: WO2010/136778 A1, 2010 ; Location in patent: Page/Page column 85 ; WO 2010/136778 A1
  • Route2
    • null|null
      914359-94-7
    • ~%
    • In-stock
      (S)-2-Methylmorpholine|CS-W020614
      74572-13-7

    References

    • Journal of Organic Chemistry, , vol. 71, # 23 p. 8854 - 8863
  • Route3
    • null|null
      914360-07-9
    • ~%
    • In-stock
      (S)-2-Methylmorpholine|CS-W020614
      74572-13-7

    References

    • Journal of Organic Chemistry, , vol. 71, # 23 p. 8854 - 8863

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H302+H312-H314-H317-H402
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   -0.0053
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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