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CS-W001157 4
Total: USD 88.00

2-Boc-2-Azaspiro[3.3]heptane-OH

  • CAS No. 1147557-97-8

  • Cat. No. CS-D0139
  • Purity≥97%
  • MDL No.MFCD15071431

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

2-Boc-2-Azaspiro[3.3]heptane-OH|CS-D0139

Structure of 1147557-97-8

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General Information

  • CAS No. 1147557-97-8
  • Cat. No. CS-D0139
  • Purity ≥97%
  • MDL No. MFCD15071431
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₃
  • Molecular Weight 213.28
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CC2(C1)CC(O)C2

Description

tert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate is a sterically encumbered spirocyclic scaffold featuring a hydroxyl group at the 6-position and a bench-stable tert-butyl ester. This configuration enables direct functionalization at the hydroxyl site while maintaining structural rigidity for use in medicinal chemistry and asymmetric synthesis.

Application

tert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate serves as a versatile spirocyclic building block for the synthesis of nitrogen-containing heterocycles, particularly in medicinal chemistry and natural product synthesis. The pendant hydroxyl group enables selective derivatization via esterification or ether formation, while the tert-butyl carbamate offers orthogonal protection for amine functionalization. Its rigid spirocyclic framework provides conformational constraint, facilitating stereocontrolled transformations. The compound exhibits excellent bench stability and is compatible with standard purification methods.

Synthesis

  • Route1
    • In-stock
      tert-Butyl 6-Oxo-2-azaspiro[3.3]heptane-2-carboxylate|CS-D0133
      1181816-12-5
    • ~98%
    • In-stock
      2-Boc-2-Azaspiro[3.3]heptane-OH|CS-D0139
      1147557-97-8

    References

    • BETA PHARMA CANADA INC.; WANG, Zhaoyin; LI, Lianhai; WANG, Zhigang Patent: WO2013/13308 A1, 2013 ; Location in patent: Paragraph 00178-00180 ; WO 2013/013308 A1
  • Route2
    • Tert-butyl 6-(benzyloxy)-2-azaspiro[3.3]Heptane-2-carboxylate|CS-0540188
      1181816-16-9
    • ~%
    • In-stock
      2-Boc-2-Azaspiro[3.3]heptane-OH|CS-D0139
      1147557-97-8

    References

    • Organic Letters, , vol. 11, # 16 p. 3523 - 3525
  • Route3

    References

    • US2012/129830 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

Quality Control

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   1.3782
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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