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CS-W001157 4
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tert-Butyl (8-hydroxyoctyl)carbamate

  • CAS No. 144183-31-3

  • Cat. No. CS-0433285
  • Purity≥96%
  • MDL No.MFCD02094528

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

tert-Butyl (8-hydroxyoctyl)carbamate|CS-0433285

Structure of 144183-31-3

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General Information

  • CAS No. 144183-31-3
  • Cat. No. CS-0433285
  • Purity ≥96%
  • MDL No. MFCD02094528
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₇NO₃
  • Molecular Weight 245.36
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCCCCCO

Description

tert-Butyl (8-hydroxyoctyl)carbamate features a hydroxyl-bearing alkyl chain appended to a carbamate moiety, enabling selective protection of primary amines in complex syntheses. The tert-butyl group ensures stable storage and orthogonal deprotection under mild acidic conditions. This combination delivers efficient handling and precise functionalization in peptide and small-molecule derivatization workflows.

Application

tert-Butyl (8-hydroxyoctyl)carbamate serves as a stable, bench-friendly protecting group for primary alcohols, enabling selective functionalization in complex molecule synthesis. Its orthogonal stability under acidic and basic conditions facilitates sequential transformations. The carbamate linkage readily cleaves under mild acidic conditions, providing access to the free hydroxyl function with high efficiency. Functions effectively in peptide coupling, macrocyclization, and heterocycle construction workflows.

Synthesis

  • Route1

    References

    • Nakanishi, Shuichi; Tanaka, Hiroyuki; Hioki, Kazuhito; Yamada, Kohei; Kunishima, Munetaka Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 23 p. 7050 - 7053
  • Route2

    References

    • Egbertson, Melissa S.; Chang, Charles T.-C.; Duggan, Mark E.; Gould, Robert J.; Halczenko, Wasyl; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 16 p. 2537 - 2551

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   2.844
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   8

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