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CS-W001157 4
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tert-Butyl (6-hydroxyhexyl)carbamate

  • CAS No. 75937-12-1

  • Cat. No. CS-W014812
  • Purity≥95%
  • MDL No.MFCD01862954

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

tert-Butyl (6-hydroxyhexyl)carbamate|CS-W014812

Structure of 75937-12-1

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General Information

  • CAS No. 75937-12-1
  • Cat. No. CS-W014812
  • Purity ≥95%
  • MDL No. MFCD01862954
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₃NO₃
  • Molecular Weight 217.31
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCCCO

Description

6-(Boc-amino)-1-hexanol can be used as a reactant to synthesize:Hsp90 fluorescent probes applicable in the development of an FP assay for the Hsp90 chaperone.1-Guanidino-7-aminoheptane (GC7) analogs as potent deoxyhypusine synthase inhibitors.

Application

tert-Butyl (6-hydroxyhexyl)carbamate serves as a stable, bench-ready protecting group for primary amines, enabling straightforward incorporation into polyfunctional intermediates. The hydroxyl group provides orthogonal functionality for subsequent derivatization, while the carbamate moiety offers high stability under basic conditions and mild acidic deprotection. This compound facilitates efficient synthesis of complex amine-containing scaffolds, including those relevant to peptide mimetics and macrocyclic frameworks.

Synthesis

  • Route1

    References

    • Ito, Masato; Koo, Lee Wei; Himizu, Akio; Kobayashi, Chika; Sakaguchi, Ayaka; Ikariya, Takao Angewandte Chemie - International Edition, 2009 , vol. 48, # 7 p. 1324 - 1327
  • Route2

    References

    • Zeinyeh, Wael; Xia, Hexue; Lawton, Philippe; Radix, Sylvie; Marminon, Christelle; Nebois, Pascal; Walchshofer, Nadia European Journal of Medicinal Chemistry, 2010 , vol. 45, # 6 p. 2480 - 2488
  • Route3

    References

    • Zapf, Christoph W.; Del Valle, Juan R.; Goodman, Murray Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 18 p. 4033 - 4036

Safety Information

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   2.0638
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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