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CS-W001157 4
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tert-Butyl (S)-(-)-lactate

  • CAS No. 13650-70-9

  • Cat. No. CS-B0166
  • Purity≥95%
  • MDL No.MFCD07366670

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

tert-Butyl (S)-(-)-lactate|CS-B0166

Structure of 13650-70-9

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General Information

  • CAS No. 13650-70-9
  • Cat. No. CS-B0166
  • Purity ≥95%
  • MDL No. MFCD07366670
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄O₃
  • Molecular Weight 146.18
  • Synonym(s) tert-Butyl L-lactate
  • SMILES O=C([C@H](C)O)OC(C)(C)C

Description

tert-Butyl (S)-(-)-lactate is a chiral building block featuring a stereodefined lactate ester with a bulky tert-butyl group. This configuration imparts enhanced stability and resistance to racemization, enabling reliable asymmetric synthesis. The molecule integrates seamlessly into complex molecular architectures requiring precise stereocontrol.

Application

tert-Butyl (S)-(-)-lactate serves as a stable, bench-ready chiral building block for asymmetric synthesis, enabling efficient access to enantioselective intermediates. Its ester functionality tolerates a range of reaction conditions and facilitates straightforward deprotection to the corresponding (S)-lactic acid derivative. Widely used in medicinal chemistry and catalyst design, it functions as a key synthon for biologically relevant scaffolds.

Synthesis

  • Route1
    • tert-Butyl (S)-2-acetoxypropanoate|CS-B0674
      120444-05-5
    • ~87%
    • In-stock
      tert-Butyl (S)-(-)-lactate|CS-B0166
      13650-70-9

    References

    • Schmidt, Thomas; Kirschning, Andreas Angewandte Chemie - International Edition, 2012 , vol. 51, # 4 p. 1063 - 1066
  • Route2
    • null|null
      540-88-5
    • In-stock
      L-Lactic acid|CS-0015266
      79-33-4
    • ~63%
    • null|null
      591244-66-5
    • null|null
      591244-75-6
    • In-stock
      tert-Butyl (S)-(-)-lactate|CS-B0166
      13650-70-9

    References

    • AMATO PHARMACEUTICAL PRODUCTS, LTD. Patent: EP1484311 A1, 2004 ; Location in patent: Page 7-8 ;
  • Route3

    References

    • Brown, Herbert C.; Pai, Ganesh G.; Jadhav, Prabhakar K. Journal of the American Chemical Society, 1984 , vol. 106, # 5 p. 1531 - 1533

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.7089
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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