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CS-W001157 4
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N-Boc-(2S)-(bromomethyl)morpholine

  • CAS No. 919286-71-8

  • Cat. No. CS-0031403
  • Purity≥95%
  • MDL No.MFCD20489339

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

N-Boc-(2S)-(bromomethyl)morpholine|CS-0031403

Structure of 919286-71-8

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General Information

  • CAS No. 919286-71-8
  • Cat. No. CS-0031403
  • Purity ≥95%
  • MDL No. MFCD20489339
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈BrNO₃
  • Molecular Weight 280.16
  • Synonym(s) (S)-tert-Butyl 2-(bromomethyl)-morpholine-4-carboxylate
  • SMILES CC(C)(OC(N1CCO[C@@H](C1)CBr)=O)C

Description

N-Boc-(2S)-(bromomethyl)morpholine is a chiral morpholine derivative featuring a bromomethyl group at the 2-position, enabling site-specific functionalization. The Boc protecting group ensures stability during synthetic manipulations, while the (2S) stereochemistry provides defined spatial orientation for asymmetric synthesis. This compound serves as a key building block in medicinal chemistry and peptide modification workflows.

Application

N-Boc-(2S)-(bromomethyl)morpholine serves as a versatile chiral building block for the synthesis of bioactive molecules, enabling efficient incorporation of morpholine scaffolds with defined stereochemistry. The bromomethyl group facilitates nucleophilic substitution reactions, while the Boc protecting group ensures stability and compatibility with standard synthetic workflows. Its bench-stable nature and predictable reactivity make it ideal for iterative coupling processes in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2008/121685 A1, 2008 ; Location in patent: Page/Page column 44 ; WO 2008/121685 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

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Computational Chemistry Data

  • TPSA   38.77
  • LogP   2.0172
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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