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CS-W001157 4
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(R)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid

  • CAS No. 5988-53-4

  • Cat. No. CS-0096922
  • Purity≥98%
  • MDL No.MFCD01862150

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

(R)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid|CS-0096922

Structure of 5988-53-4

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General Information

  • CAS No. 5988-53-4
  • Cat. No. CS-0096922
  • Purity ≥98%
  • MDL No. MFCD01862150
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O₄
  • Molecular Weight 158.11
  • Synonym(s) D-Hydroorotic acid
  • SMILES O=C([C@@H](CC(N1)=O)NC1=O)O

Description

(R)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid features a stereochemically defined pyrimidine core with dual carbonyl groups and a carboxylic acid moiety, enabling integration into peptide-like scaffolds. The rigid, electron-deficient ring system enhances structural preorganization in synthetic intermediates, while the bench-stable functionality supports reliable use in aqueous and organic media under standard conditions.

Application

(R)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid serves as a versatile chiral building block in synthetic organic chemistry, enabling access to pyrimidine-based heterocycles and peptidomimetics. Its functional group array—comprising two carbonyl groups and a carboxylic acid—facilitates diverse transformations including amide coupling, reductive amination, and cyclization reactions. The molecule exhibits bench stability and moderate solubility in polar solvents, supporting straightforward purification and integration into standard synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   95.5
  • LogP   -1.3309
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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