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CS-W001157 4
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3-Morpholinemethanol, (3S)-

  • CAS No. 211053-50-8

  • Cat. No. CS-0031401
  • Purity≥97%
  • MDL No.None

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

3-Morpholinemethanol, (3S)-|CS-0031401

Structure of 211053-50-8

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General Information

  • CAS No. 211053-50-8
  • Cat. No. CS-0031401
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO₂
  • Molecular Weight 117.15
  • Synonym(s) 3(S)-Hydroxymethylmorpholine
  • SMILES OC[C@@H]1NCCOC1

Description

(S)-Morpholin-3-ylmethanol is a chiral building block featuring a morpholine ring fused to a primary alcohol group. This configuration enables selective incorporation into bioactive molecules, particularly in medicinal chemistry applications where stereocontrol enhances target engagement. The hydroxymethyl moiety offers versatility for derivatization, including esterification and ether formation, under mild conditions. Its bench-stable nature supports reliable handling in synthetic workflows.

Application

(S)-Morpholin-3-ylmethanol serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its morpholine ring provides favorable solubility and metabolic stability, while the pendant hydroxymethyl group offers a handle for further functionalization via oxidation, substitution, or protection. The stereochemistry at the 3-position ensures predictable reactivity in asymmetric synthesis, making it a reliable scaffold for target-oriented drug discovery.

Synthesis

  • Route1

    References

    • UCB PHARMA S.A. Patent: WO2009/1089 A1, 2008 ; Location in patent: Page/Page column 29-30 ; WO 2009/001089 A1
  • Route2
    • null|null
      885321-34-6
    • ~85%
    • In-stock
      3-Morpholinemethanol, (3S)-|CS-0031401
      211053-50-8

    References

    • Dave, Rajesh; Sasaki, N. Andre Tetrahedron Asymmetry, 2006 , vol. 17, # 3 p. 388 - 401

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   41.49
  • LogP   -1.0329
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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