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CS-W001157 4
Total: USD 88.00

(3S,5S)-3,5-Dimethylmorpholine

  • CAS No. 154634-96-5

  • Cat. No. CS-0102260
  • Molecule weight115.17
  • Purity≥98%
  • MDL No.None

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

(3S,5S)-3,5-Dimethylmorpholine|CS-0102260

Structure of 154634-96-5

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General Information

  • CAS No. 154634-96-5
  • Cat. No. CS-0102260
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO
  • Molecular Weight 115.17
  • Synonym(s) (S,S)-3,5-Dimethylmorpholine
  • SMILES C[C@H]1COC[C@H](C)N1

Description

(3S,5S)-3,5-Dimethylmorpholine is a chiral, bench-stable heterocycle featuring a saturated morpholine core with defined stereochemistry at the 3- and 5-positions. This configuration imparts distinct conformational rigidity and directional polarity, enabling selective engagement in asymmetric synthesis. The molecule integrates readily into catalytic systems and serves as a tailored ligand or auxiliary in stereoselective transformations.

Application

(3S,5S)-3,5-Dimethylmorpholine serves as a stable, chiral heterocyclic building block with well-defined stereochemistry, enabling stereoselective synthesis in medicinal chemistry. Its tertiary amine functionality facilitates salt formation and enhances solubility, while the constrained ring structure supports efficient functionalization at C3 and C5 positions. The compound exhibits excellent bench stability and compatibility with standard coupling and reduction protocols, making it a practical scaffold for constructing bioactive molecules and evaluating stereochemical effects in lead optimization.

Synthesis

  • Route1
    • tert-Butyl (3S,5S)-3,5-dimethylmorpholine-4-carboxylate|CS-0611347
      154634-95-4
    • ~78%
    • In-stock
      (3S,5S)-3,5-Dimethylmorpholine|CS-0102260
      154634-96-5

    References

    • Enders; Meyer; Raabe; Runsink Synthesis, 1994 , # 1 p. 66 - 72

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05,GHS06
Signal Word : Danger
UN#: 1992
Class : 3 (6.1)
Packing Group : Ⅲ
Hazard Statements : H225-H303-H311-H316-H318
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P361-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   0.3832
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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