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CS-W001157 4
Total: USD 88.00

6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid

  • CAS No. 871727-05-8

  • Cat. No. CS-W003745
  • Purity≥97%
  • MDL No.MFCD11007805

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

6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid|CS-W003745

Structure of 871727-05-8

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General Information

  • CAS No. 871727-05-8
  • Cat. No. CS-W003745
  • Purity ≥97%
  • MDL No. MFCD11007805
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁NO₄
  • Molecular Weight 255.31
  • Synonym(s) 6-Boc-6-azaspiro[2.5]octane-1-carboxylic Acid
  • SMILES O=C(C1CC12CCN(C(OC(C)(C)C)=O)CC2)O

Description

6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid is a sterically encumbered spirocyclic scaffold featuring a protected amine and carboxylic acid handle, enabling direct incorporation into complex molecular architectures. This bench-stable derivative supports efficient functionalization in medicinal chemistry campaigns.

Application

6-(tert-Butoxycarbonyl)-6-azaspiro[2.5]octane-1-carboxylic acid serves as a versatile spirocyclic building block for medicinal chemistry campaigns, enabling efficient access to constrained heterocyclic scaffolds. The Boc-protected amine and carboxylic acid functionality offer orthogonal reactivity, facilitating sequential derivatization. Bench-stable and readily purified by chromatography, it functions effectively in standard peptide coupling and cyclization protocols.

Synthesis

  • Route1

    References

    • Gilbert, Eric J.; Zhou, Guowei; Wong, Michael K.C.; Tong, Ling; Shankar, Bandarpalle B.; Huang, Chunli; Kelly, Joseph; Lavey, Brian J.; McCombie, Stuart W.; Chen, Lei; Rizvi, Razia; Dong, Youhao; Shu, Youheng; Kozlowski, Joseph A.; Shih, Neng-Yang; Hipkin, R. William; Gonsiorek, Waldemar; Malikzay, Asra; Lunn, Charles A.; Favreau, Len; Lundell, Daniel J. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 2 p. 608 - 611
  • Route2

    References

    • WO2013/127269 A1, ; Page/Page column 189; 190 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   66.84
  • LogP   2.1082
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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