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(2R)-2-(Methoxymethyl)morpholine

  • CAS No. 157791-21-4

  • Cat. No. CS-0150647
  • Molecule weight131.17
  • Purity≥95%
  • MDL No.MFCD16294692

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

(2R)-2-(Methoxymethyl)morpholine|CS-0150647

Structure of 157791-21-4

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General Information

  • CAS No. 157791-21-4
  • Cat. No. CS-0150647
  • Purity ≥95%
  • MDL No. MFCD16294692
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO₂
  • Molecular Weight 131.17
  • Synonym(s) (R)-2-(Methoxymethyl)morpholine
  • SMILES COC[C@H]1CNCCO1

Description

(2R)-2-(Methoxymethyl)morpholine is a chiral morpholine derivative featuring a methoxymethyl group at the 2-position, offering enhanced solubility and stability in polar solvents. This configuration enables precise stereochemical control in asymmetric synthesis, particularly useful in medicinal chemistry applications requiring defined spatial orientation.

Application

(2R)-2-(Methoxymethyl)morpholine serves as a versatile chiral building block in medicinal chemistry, offering a well-defined stereogenic center and a morpholine ring with orthogonal functional handles. The methoxymethyl group provides enhanced stability and facilitates downstream derivatization, while the morpholine core enables hydrogen bonding and solubility modulation. This compound functions effectively in nucleophilic substitution reactions and supports efficient incorporation into complex molecular architectures under standard synthetic conditions.

Synthesis

  • Route1

    References

    • CANCER RESEARCH TECHNOLOGY LIMITED Patent: WO2008/75007 A1, 2008 ; Location in patent: Page/Page column 106-107 ; WO 2008/075007 A1

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   30.49
  • LogP   -0.3788
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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