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CS-W001157 4
Total: USD 88.00

5-Tert-butoxy-5-oxopentanoic acid

  • CAS No. 63128-51-8

  • Cat. No. CS-0139660
  • Purity≥97%
  • MDL No.MFCD09759103

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

5-Tert-butoxy-5-oxopentanoic acid|CS-0139660

Structure of 63128-51-8

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General Information

  • CAS No. 63128-51-8
  • Cat. No. CS-0139660
  • Purity ≥97%
  • MDL No. MFCD09759103
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₄
  • Molecular Weight 188.22
  • Synonym(s) None
  • SMILES O=C(O)CCCC(=O)OC(C)(C)C

Description

5-Tert-butoxy-5-oxopentanoic acid features a sterically hindered tert-butoxy group flanking a ketone and carboxylic acid, enabling stable enolization and controlled reactivity. This configuration supports selective Michael additions and facilitates efficient synthesis of functionalized carbonyl intermediates under mild conditions.

Application

5-tert-Butoxy-5-oxopentanoic acid serves as a versatile synthon in organic synthesis, enabling efficient access to functionalized γ-keto esters and heterocyclic scaffolds. Its stability under standard reaction conditions, combined with facile deprotection of the tert-butoxy group, facilitates downstream transformations. The molecule functions as a reliable building block for complex carbonyl architectures, particularly in the construction of biologically relevant cyclic systems via cyclization protocols.

Synthesis

  • Route1
    • null|null
      59378-98-2
    • ~14%
    • In-stock
      5-Tert-butoxy-5-oxopentanoic acid|CS-0139660
      63128-51-8

    References

    • Boehringer Ingelheim International GmbH Patent: US2006/100158 A1, 2006 ; Location in patent: Page/Page column 31 ;
  • Route2
    • null|null
      108-55-4
    • null|null
      75-65-0
    • ~49%
    • In-stock
      5-Tert-butoxy-5-oxopentanoic acid|CS-0139660
      63128-51-8

    References

    • Bitan, Gal; Muller, Dan; Kasher, Ron; Gluhov, Evgenia V.; Gilon, Chaim Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 10 p. 1501 - 1510
  • Route3
    • null|null
      53715-97-2
    • ~%
    • In-stock
      5-Tert-butoxy-5-oxopentanoic acid|CS-0139660
      63128-51-8

    References

    • Fujisawa Pharmaceutical Company, Ltd. Patent: US4349552 A1, 1982 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   1.583
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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