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CS-W001157 4
Total: USD 88.00

6-Chloro-9-(2-tetrahydropyranyl)purine

  • CAS No. 7306-68-5

  • Cat. No. CS-M3457
  • Purity≥98%
  • MDL No.MFCD00022821

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

6-Chloro-9-(2-tetrahydropyranyl)purine|CS-M3457

Structure of 7306-68-5

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General Information

  • CAS No. 7306-68-5
  • Cat. No. CS-M3457
  • Purity ≥98%
  • MDL No. MFCD00022821
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁ClN₄O
  • Molecular Weight 238.67
  • Synonym(s) 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine; 9-(Tetrahydropyran-2-yl)-6-chloropurine; NSC 33187; 6-chloro-9-tetrahydro-2-pyranyl-purine
  • SMILES ClC1=NC=NC2=C1N=CN2C3OCCCC3

Description

6-Chloro-9-(2-tetrahydropyranyl)purine serves as a protected purine scaffold for nucleoside synthesis, featuring a labile tetrahydropyranyl group at the 9-position. This protecting group enables selective functionalization under mild conditions while maintaining stability during standard reaction protocols. The chloro substituent at C6 imparts enhanced reactivity in cross-coupling processes and facilitates downstream derivatization.

Application

6-Chloro-9-(2-tetrahydropyranyl)purine serves as a versatile purine scaffold for medicinal chemistry and heterocyclic synthesis. The 6-chloro group enables nucleophilic substitution reactions, while the 2-tetrahydropyranyl protecting group ensures stability and orthogonality during multi-step transformations. This compound facilitates efficient access to functionalized purine derivatives with enhanced solubility and handling characteristics, making it ideal for iterative synthetic campaigns in drug discovery.

Synthesis

  • Route1
    • null|null
      110-87-2
    • In-stock
      6-Chloropurine|CS-W008651
      87-42-3
    • ~99%
    • In-stock
      6-Chloro-9-(2-tetrahydropyranyl)purine|CS-M3457
      7306-68-5

    References

    • AMGEN INC. Patent: WO2008/153947 A2, 2008 ; Location in patent: Page/Page column 41; 61 ; WO 2008/153947 A2
  • Route2
    • null|null
      110-87-2
    • null|null
      1336-21-6
    • In-stock
      6-Chloropurine|CS-W008651
      87-42-3
    • ~78%
    • In-stock
      6-Chloro-9-(2-tetrahydropyranyl)purine|CS-M3457
      7306-68-5

    References

    • Ortho Pharmaceutical Corporation Patent: US4876257 A1, 1989 ; Title/Abstract Full Text Show Details Ortho Pharmaceutical Corporation Patent: US5164390 A1, 1992 ;
  • Route3

    References

    • Organic and Biomolecular Chemistry, , vol. 2, # 5 p. 665 - 670

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   52.83
  • LogP   2.1788
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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