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tert-Butyl 3-formylmorpholine-4-carboxylate

  • CAS No. 833474-06-9

  • Cat. No. CS-W007062
  • Purity≥96%
  • MDL No.MFCD06657504

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

tert-Butyl 3-formylmorpholine-4-carboxylate|CS-W007062

Structure of 833474-06-9

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General Information

  • CAS No. 833474-06-9
  • Cat. No. CS-W007062
  • Purity ≥96%
  • MDL No. MFCD06657504
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) 3-FORMYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER
  • SMILES O=C(N1C(C=O)COCC1)OC(C)(C)C

Description

tert-Butyl 3-formylmorpholine-4-carboxylate features a morpholine core with strategically positioned formyl and tert-butyl ester groups, enabling direct incorporation into complex heterocyclic scaffolds. The formyl moiety serves as a reactive handle for nucleophilic additions, while the tert-butyl ester offers stability under basic conditions and convenient deprotection. This combination delivers a robust platform for synthesizing bioactive molecules in medicinal chemistry.

Application

tert-Butyl 3-formylmorpholine-4-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to morpholine-based scaffolds. The formyl group facilitates nucleophilic additions and condensation reactions, while the tert-butyl ester provides stability and convenient deprotection under mild acidic conditions. Its compatibility with diverse functional groups supports its use in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • UCB S.A. Patent: WO2006/114606 A1, 2006 ; Location in patent: Page/Page column 70 ; WO 2006/114606 A1
  • Route2

    References

    • ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2005/80386 A1, 2005 ; Location in patent: Page/Page column 42 ; WO 2005/080386 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   55.84
  • LogP   0.8212
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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