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CS-W001157 4
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tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate

  • CAS No. 127199-44-4

  • Cat. No. CS-W021148
  • Purity≥95%
  • MDL No.MFCD11519122

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

tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate|CS-W021148

Structure of 127199-44-4

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General Information

  • CAS No. 127199-44-4
  • Cat. No. CS-W021148
  • Purity ≥95%
  • MDL No. MFCD11519122
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₂
  • Molecular Weight 212.29
  • Synonym(s) Carbamic acid, (7R)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester
  • SMILES O=C(OC(C)(C)C)N[C@H]1CNCC21CC2

Description

tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate is a chiral, bench-stable carbamate protecting group tailored for asymmetric synthesis. The spirocyclic core imparts rigidity and defined stereochemistry, while the tert-butyl moiety enables mild acid-labile deprotection. This compound integrates seamlessly into complex molecular architectures requiring controlled nitrogen protection and configurational integrity.

Application

tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate serves as a stereochemically defined, bench-stable building block for the synthesis of spirocyclic scaffolds prevalent in medicinal chemistry. The protected amine enables straightforward functionalization and coupling reactions, while the rigid spirocyclic core provides conformational constraint useful in target-oriented synthesis. Its compatibility with standard deprotection protocols and robustness under diverse reaction conditions facilitate efficient access to complex nitrogen-containing heterocycles.

Synthesis

  • Route1
    • null|null
      127199-43-3
    • ~%
    • In-stock
      tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate|CS-W021148
      127199-44-4

    References

    • Journal of Medicinal Chemistry, , vol. 37, # 20 p. 3344 - 3352
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 37, # 20 p. 3344 - 3352
  • Route3
    • (7R)-5-[(1R)-1-Phenylethyl]-5-azaspiro[2.4]heptan-7-amine|CS-0750665
      127199-40-0
    • ~%
    • In-stock
      tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate|CS-W021148
      127199-44-4

    References

    • Journal of Medicinal Chemistry, , vol. 37, # 20 p. 3344 - 3352

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   50.36
  • LogP   1.2631
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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