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CS-W001157 4
Total: USD 88.00

(S)-Morpholin-2-ylmethanol

  • CAS No. 132073-83-7

  • Cat. No. CS-0020036
  • Purity≥97%
  • MDL No.MFCD09260718

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

(S)-Morpholin-2-ylmethanol|CS-0020036

Structure of 132073-83-7

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General Information

  • CAS No. 132073-83-7
  • Cat. No. CS-0020036
  • Purity ≥97%
  • MDL No. MFCD09260718
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO₂
  • Molecular Weight 117.15
  • Synonym(s) (2S)-2-Morpholinemethanol; (2S)-Morpholin-2-ylmethanol; (S)-1-Morpholin-2-ylmethanol; (S)-Morpholin-2-ylmethanol; (S)-Morpholine-2-methanol; (S)-morpholin-2-ylmethanol HCL
  • SMILES OC[C@@H]1CNCCO1

Description

(S)-Morpholin-2-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 scaffolds requiring stereochemical control. The hydroxymethyl functionality facilitates downstream derivatization via esterification or ether formation. Stable under standard handling conditions and compatible with common organic solvents, it supports efficient integration into multi-step synthesis workflows without degradation.

Application

(S)-Morpholin-2-ylmethanol serves as a versatile chiral building block in medicinal chemistry, enabling the construction of bioactive heterocycles through established functional group transformations. Its morpholinylmethyl motif exhibits favorable solubility, metabolic stability, and hydrogen-bonding capacity, making it well-suited for drug discovery applications. The compound demonstrates excellent bench stability and compatibility with standard synthetic protocols, facilitating straightforward incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • WO2012/160392 A1, ; Page/Page column 48 ; WO 2012/160392 A1
  • Route2

    References

    • Organic Letters, , vol. 7, # 5 p. 937 - 939
  • Route3
    • (S)-4-benzyl-2-((benzyloxy)methyl)morpholine|CS-W023201
      205242-66-6
    • ~21%
    • In-stock
      (S)-Morpholin-2-ylmethanol|CS-0020036
      132073-83-7

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 11 p. 1934 - 1942

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

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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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