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CS-W001157 4
Total: USD 88.00

12-(Benzyloxy)-12-oxododecanoic acid

  • CAS No. 88353-04-2

  • Cat. No. CS-0187793
  • Molecule weight320.43
  • Purity≥97%
  • MDL No.MFCD29090558

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

12-(Benzyloxy)-12-oxododecanoic acid|CS-0187793

Structure of 88353-04-2

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General Information

  • CAS No. 88353-04-2
  • Cat. No. CS-0187793
  • Purity ≥97%
  • MDL No. MFCD29090558
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₈O₄
  • Molecular Weight 320.43
  • Synonym(s) None
  • SMILES O=C(O)CCCCCCCCCCC(=O)OCC=1C=CC=CC1

Description

12-(Benzyloxy)-12-oxododecanoic acid features a benzyl ether-protected hydroxyl group flanked by a ketone and carboxylic acid, enabling selective deprotection and functionalization in complex molecule synthesis. This orthogonal handle supports late-stage modifications in natural product derivatization and macrocyclic scaffold construction under standard conditions.

Application

12-(Benzyloxy)-12-oxododecanoic acid serves as a versatile bifunctional building block for synthetic medicinal chemistry, enabling efficient construction of complex carboxylic acid-containing scaffolds. The benzyloxy group provides orthogonal protection for hydroxyl functionalities, while the α-keto acid moiety facilitates downstream transformations such as cyclizations, reductions, and amide couplings. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Prata, Carla A. H.; Li, Yougen; Luo, Dan; McIntosh, Thomas J.; Barthelemy, Philippe; Grinstaff, Mark W. Chemical Communications, 2008 , # 13 p. 1566 - 1568
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    References

    • Grinstaff, Mark W.; Barthelemy, Philippe; Prata, Carla; Moreau, Louis Patent: US2006/241071 A1, 2006 ; Location in patent: Page/Page column 58-59 ;
  • Route3

    References

    • LAUREN SCIENCES LLC; LINDER, Charles; HELDMAN, Eliahu; GRINBERG, Sarina Patent: WO2014/39502 A1, 2014 ; Location in patent: Paragraph 00269; 00270 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   66.43
  • LogP   3.3807
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   13

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