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CS-W001157 4
Total: USD 88.00

8-Boc-3,8-diaza-bicyclo[3.2.1]octane

  • CAS No. 149771-44-8

  • Cat. No. CS-W019596
  • Purity≥97%
  • MDL No.MFCD17016708

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

8-Boc-3,8-diaza-bicyclo[3.2.1]octane|CS-W019596

Structure of 149771-44-8

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General Information

  • CAS No. 149771-44-8
  • Cat. No. CS-W019596
  • Purity ≥97%
  • MDL No. MFCD17016708
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₂
  • Molecular Weight 212.29
  • Synonym(s) None
  • SMILES CC(OC(N1[C@H]2CC[C@@H]1CNC2)=O)(C)C

Description

This 1,1-Dimethylethyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate features a rigid bicyclic scaffold with strategically positioned nitrogen atoms, enabling strong base character and controlled reactivity. The tert-butyl ester group enhances solubility and stability under standard conditions, facilitating use in transition metal-catalyzed couplings and asymmetric synthesis.

Synthesis

  • Route1

    References

    • Barlocco, Daniela; Cignarella, Giorgio; Tondi, Donatella; Vianello, Paola; Villa, Stefania; Bartolini, Alessandro; Ghelardini, Carla; Galeotti, Nicoletta; Anderson, David J.; Kuntzweiler, Theresa A.; Colombo, Diego; Toma, Lucio Journal of Medicinal Chemistry, 1998 , vol. 41, # 5 p. 674 - 681
  • Route2
    • tert-Butyl 3-(2,2,2-trifluoroacetyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate|CS-0672564
      824982-19-6
    • ~87%
    • In-stock
      8-Boc-3,8-diaza-bicyclo[3.2.1]octane|CS-W019596
      149771-44-8

    References

    • Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R. Patent: US2005/101602 A1, 2005 ; Location in patent: Page/Page column 26 ;
  • Route3
    • 3-Benzyl-3,8-diazabicyclo[3.2.1]octane|CS-0037895
      67571-90-8
    • ~%
    • In-stock
      8-Boc-3,8-diaza-bicyclo[3.2.1]octane|CS-W019596
      149771-44-8

    References

    • Tetrahedron Letters, , vol. 43, # 5 p. 899 - 902

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   41.57
  • LogP   1.3577
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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