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CS-W001157 4
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(4-Benzylmorpholin-2-yl)methanol

  • CAS No. 40987-24-4

  • Cat. No. CS-0119974
  • Purity≥96%
  • MDL No.MFCD02682009

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

(4-Benzylmorpholin-2-yl)methanol|CS-0119974

Structure of 40987-24-4

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General Information

  • CAS No. 40987-24-4
  • Cat. No. CS-0119974
  • Purity ≥96%
  • MDL No. MFCD02682009
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇NO₂
  • Molecular Weight 207.27
  • Synonym(s) (4-benzyl-1,4-oxazinan-2-yl)methanol
  • SMILES OCC1CN(CC2=CC=CC=C2)CCO1

Description

This morpholine derivative features a benzyl-substituted alcohol moiety, offering enhanced solubility and metabolic stability. The pendant benzyl group imparts aromatic character and facilitates π–π interactions in target binding. This scaffold integrates readily into bioactive molecules, enabling efficient access to drug-like compounds with improved membrane permeability and favorable pharmacokinetic profiles under standard conditions.

Application

(4-Benzylmorpholin-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its morpholine core offers enhanced solubility and metabolic stability, while the benzyl and hydroxymethyl groups provide orthogonal handles for further functionalization. The compound exhibits excellent bench stability and compatibility with standard coupling and protection protocols, facilitating its use in multi-step synthesis of pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • SANOFI; Brollo, Maurice; Carry, Jean-Christophe; Certal, Victor; Didier, Eric; Doerflinger, Gilles; EL Ahmad, Youssef; Filoche-Romme, Bruno; Halley, Frank; Karlsson, Karl Andreas; Schio, Laurent; Thompson, Fabienne Patent: US2013/274253 A1, 2013 ; Location in patent: Paragraph 1825-1826 ;
  • Route2

    References

    • ABBOTT LABORATORIES Patent: US2010/63022 A1, 2010 ; Location in patent: Page/Page column 29 ; US 20100063022 A1
  • Route3
    • null|null
      174560-84-0
    • ~24%
    • In-stock
      4-Benzyl-1,4-oxazepan-6-ol|CS-0060536
      943443-03-6
    • In-stock
      (4-Benzylmorpholin-2-yl)methanol|CS-0119974
      40987-24-4

    References

    • Henegar, Kevin E. Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3662 - 3665

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   32.7
  • LogP   0.8797
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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