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CS-W001157 4
Total: USD 88.00

(S)-4-Boc-(3-hydroxymethyl)morpholine

  • CAS No. 714971-28-5

  • Cat. No. CS-W019073
  • Purity≥98%
  • MDL No.MFCD06799478

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

(S)-4-Boc-(3-hydroxymethyl)morpholine|CS-W019073

Structure of 714971-28-5

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General Information

  • CAS No. 714971-28-5
  • Cat. No. CS-W019073
  • Purity ≥98%
  • MDL No. MFCD06799478
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.26
  • Synonym(s) tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
  • SMILES OC[C@@H]1N(CCOC1)C(=O)OC(C)(C)C

Description

(S)-4-Boc-(3-hydroxymethyl)morpholine features a chiral morpholine core with a Boc-protected amine and a pendant hydroxymethyl group, enabling selective functionalization in asymmetric synthesis. The protected amine ensures stability during reaction sequences, while the hydroxyl moiety offers a handle for derivatization or conjugation. This scaffold is well-suited for medicinal chemistry campaigns requiring stereocontrol and orthogonal reactivity.

Application

(S)-4-Boc-(3-hydroxymethyl)morpholine serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to morpholine-containing scaffolds. The Boc-protected amine and pendant hydroxymethyl group offer orthogonal functionality for sequential derivatization, with excellent bench stability and compatibility in standard coupling and reduction protocols. Its defined stereochemistry facilitates reproducible synthesis of target molecules in API development workflows.

Synthesis

  • Route1

    References

    • WO2006/105262 A1, ; Page/Page column 70 ;
  • Route2

    References

    • Dave, Rajesh; Sasaki, N. Andre Tetrahedron Asymmetry, 2006 , vol. 17, # 3 p. 388 - 401
  • Route3
    • null|null
      885321-34-6
    • ~%
    • In-stock
      (S)-4-Boc-(3-hydroxymethyl)morpholine|CS-W019073
      714971-28-5

    References

    • Tetrahedron Asymmetry, , vol. 17, # 3 p. 388 - 401

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   59
  • LogP   0.6146
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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