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tert-Butyl 6-oxo-1,4-oxazepane-4-carboxylate

  • CAS No. 748805-97-2

  • Cat. No. CS-0037504
  • Molecule weight215.25
  • Purity≥95%
  • MDL No.MFCD11976154

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

tert-Butyl 6-oxo-1,4-oxazepane-4-carboxylate|CS-0037504

Structure of 748805-97-2

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General Information

  • CAS No. 748805-97-2
  • Cat. No. CS-0037504
  • Purity ≥95%
  • MDL No. MFCD11976154
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) None
  • SMILES O=C(N(C1)CCOCC1=O)OC(C)(C)C

Description

tert-Butyl 6-oxo-1,4-oxazepane-4-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a ketone-functionalized oxazepane core. This scaffold integrates readily into medicinal chemistry campaigns requiring flexible nitrogen-containing ring systems with tunable reactivity at the C6 position.

Application

tert-Butyl 6-oxo-1,4-oxazepane-4-carboxylate serves as a versatile heterocyclic building block for the synthesis of oxazepane-containing scaffolds prevalent in medicinal chemistry. The ketone at C6 enables selective reductive amination and nucleophilic addition reactions, while the tert-butyl ester provides bench stability and facile deprotection under mild acidic conditions. Its functional group tolerance supports integration into multi-step synthetic sequences, facilitating access to complex nitrogen-containing ring systems relevant to drug discovery.

Synthesis

  • Route1

    References

    • PFIZER LIMITED; PFIZER INC. Patent: WO2004/74291 A1, 2004 ; Location in patent: Page 68 ;
  • Route2

    References

    • BIOGEN IDEC MA INC.; ERLANSON, Daniel, A.; MARCOTTE, Doug; KUMARAVEL, Gnanasambandam; FAN, Junfa; WANG, Deping; CUERVO, Julio, H.; SILVIAN, Laura; POWELL, Noel; BUI, Minna; HOPKINS, Brian, T.; TAVERAS, Art; GUAN, Bing; CONLON, Patrick; ZHONG, Min; JENKINS, Tracy, J.; SCOTT, Daniel; SUNESIS PHARMACEUTICALS, INC.; LUGOVSKOY, Alexey, A. Patent: WO2011/29046 A1, 2011 ; WO 2011/029046 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   0.8228
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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