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CS-W001157 4
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Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate

  • CAS No. 36127-17-0

  • Cat. No. CS-W005990
  • Purity≥95%
  • MDL No.MFCD03426159

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

Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate|CS-W005990

Structure of 36127-17-0

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General Information

  • CAS No. 36127-17-0
  • Cat. No. CS-W005990
  • Purity ≥95%
  • MDL No. MFCD03426159
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₃
  • Molecular Weight None
  • Synonym(s) 2-CARBOMETHOXY-3-TROPINONE
  • SMILES CN1C2CCC1CC(=O)C2C(OC)=O

Description

Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate is a rigid, nitrogen-containing bicyclic scaffold featuring a ketone and ester functional group in close spatial proximity. This configuration enables selective reactivity in synthetic transformations, particularly in asymmetric synthesis and medicinal chemistry applications where conformational constraint enhances target binding affinity.

Application

Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate serves as a versatile bicyclic scaffold for medicinal chemistry and synthetic methodology development. Its constrained tricyclic core enables precise stereochemical control, while the ester and ketone functionalities support sequential functionalization. The molecule exhibits bench stability and facilitates efficient derivatization via nucleophilic addition, reduction, or coupling reactions, making it a practical building block in route optimization for complex heterocyclic targets.

Synthesis

  • Route1
    • In-stock
      Tropinone|CS-W019976
      532-24-1
    • null|null
      17640-15-2
    • ~%
    • In-stock
      Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate|CS-W005990
      36127-17-0

    References

    • Canadian Journal of Chemistry, , vol. 70, # 10 p. 2618 - 2626
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 22, p. 1385,1388, 1392 Journal of Organic Chemistry, , vol. 23, p. 391,393
  • Route3
    • null|null
      100371-46-8
    • ~%
    • In-stock
      Methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate|CS-W005990
      36127-17-0

    References

    • Journal of Organic Chemistry, , vol. 22, p. 1385,1388, 1392 Journal of Organic Chemistry, , vol. 23, p. 391,393

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   46.61
  • LogP   0.2112
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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