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CS-W001157 4
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(R)-(-)-1,3-Butanediol

  • CAS No. 6290-03-5

  • Cat. No. CS-M1638
  • Purity≥97%
  • MDL No.MFCD00064277

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

(R)-(-)-1,3-Butanediol|CS-M1638

Structure of 6290-03-5

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General Information

  • CAS No. 6290-03-5
  • Cat. No. CS-M1638
  • Purity ≥97%
  • MDL No. MFCD00064277
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₁₀O₂
  • Molecular Weight 90.12
  • Synonym(s) None
  • SMILES C[C@@H](O)CCO

Description

(R)-(-)-1,3-Butanediol is a chiral diol featuring a defined stereochemistry at the C1 and C3 positions. This configuration imparts distinct conformational preferences in synthetic transformations. The molecule exhibits enhanced solubility in polar solvents and maintains stability under standard bench conditions. It serves as a valuable building block in asymmetric synthesis, particularly for constructing complex stereodefined intermediates in natural product and pharmaceutical development.

Application

(R)-(-)-1,3-Butanediol serves as a chiral building block for asymmetric synthesis, enabling stereoselective transformations in pharmaceutical and agrochemical development. Its bench-stable, optically pure form facilitates reliable use in nucleophilic substitutions, esterifications, and coupling reactions. The 1,3-diol functionality supports orthogonal protection strategies and functions as a key scaffold in the construction of bioactive heterocycles and complex natural product intermediates.

Synthesis

  • Route1

    References

    • Mori, Kenji; Miyake, Masahiro Tetrahedron, 1987 , vol. 43, # 10 p. 2229 - 2240
  • Route2

    References

    • Shao, Liming; Takeuchi, Kasumi; Ikemoto, Makoto; Kawai, Toshiyasu; Ogasawara, Masamichi; et al. Journal of Organometallic Chemistry, 1992 , vol. 435, # 1.2 p. 133 - 147
  • Route3

    References

    • US2010/63294 A1, ; Page/Page column 17 ;

Safety Information

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   -0.2504
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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