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CS-W001157 4
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tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate

  • CAS No. 309947-86-2

  • Cat. No. CS-W007110
  • Purity≥98%
  • MDL No.None

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

tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate|CS-W007110

Structure of 309947-86-2

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General Information

  • CAS No. 309947-86-2
  • Cat. No. CS-W007110
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁N₅O₄
  • Molecular Weight 335.36
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N(C(OC(C)(C)C)=O)C1=C2NC=NC2=NC=N1

Description

This tert-butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate features a protected purine scaffold with orthogonal functionalization, enabling selective deprotection and coupling in nucleoside synthesis. The bulky tert-butyl groups confer stability under standard reaction conditions, while the Boc carbamate facilitates controlled release during chain elongation.

Application

tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate serves as a protected guanine derivative, enabling selective nucleobase functionalization in purine-based scaffold synthesis. The Boc group provides bench stability and facilitates orthogonal deprotection, while the 7H-purin-6-yl moiety supports direct incorporation into nucleoside analogs and heterocyclic building blocks via standard coupling protocols.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      66224-66-6
    • ~73%
    • In-stock
      tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate|CS-W007110
      309947-86-2

    References

    • Zeinyeh, Wael; Mahiout, Zahia; Radix, Sylvie; Lomberget, Thierry; Dumoulin, Axel; Barret, Roland; Grenot, Catherine; Rocheblave, Luc; Walchshofer, Nadia; Matera, Eva-Laure; Dumontet, Charles Steroids, 2012 , vol. 77, # 12 p. 1177 - 1191,15 Title/Abstract Full Text Show Details Zeinyeh, Wael; Mahiout, Zahia; Radix, Sylvie; Lomberget, Thierry; Dumoulin, Axel; Barret, Roland; Grenot, Catherine; Rocheblave, Luc; Matera, Eva-Laure; Dumontet, Charles; Walchshofer, Nadia Steroids, 2012 , vol. 77, # 12 p. 1177 - 1191
  • Route2
    • null|null
      309947-84-0
    • ~97%
    • In-stock
      tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate|CS-W007110
      309947-86-2

    References

    • Dey; Garner Journal of Organic Chemistry, 2000 , vol. 65, # 22 p. 7697 - 7699
  • Route3

    References

    • Dey; Garner Journal of Organic Chemistry, 2000 , vol. 65, # 22 p. 7697 - 7699

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

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Computational Chemistry Data

  • TPSA   110.3
  • LogP   3.0295
  • H_Acceptors   7
  • H_Donors   1
  • Rotatable_Bonds   1

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