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CS-W001157 4
Total: USD 88.00

(4S,5R)-Methyl 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate

  • CAS No. 38410-80-9

  • Cat. No. CS-W021108
  • Purity≥98%
  • MDL No.None

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

(4S,5R)-Methyl 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate|CS-W021108

Structure of 38410-80-9

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General Information

  • CAS No. 38410-80-9
  • Cat. No. CS-W021108
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O₄
  • Molecular Weight 174.19
  • Synonym(s) METHYL (4S)-TRANS-2,2,5-TRIMETHYL-1,3-DIOXOLANE-4-CARBOXYLATE
  • SMILES COC(=O)[C@H]1OC(C)(C)O[C@@H]1C

Description

This chiral lactone ester features a rigid 1,3-dioxolane core with defined stereochemistry at the 4S,5R positions, enabling precise control in asymmetric synthesis. The methyl ester group and trimethyl substitution enhance stability and solubility in organic solvents, facilitating efficient coupling reactions. This configuration supports high diastereoselectivity in cycloadditions and nucleophilic additions.

Synthesis

  • Route1
    • Methyl (2S,3R)-2,3-dihydroxybutanoate|CS-0530070
      38410-83-2
    • null|null
      77-76-9
    • ~94%
    • In-stock
      (4S,5R)-Methyl 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate|CS-W021108
      38410-80-9

    References

    • Yang, Yang; Fu, Xingnian; Chen, Jianwei; Zhai, Hongbin Angewandte Chemie - International Edition, 2012 , vol. 51, # 39 p. 9825 - 9828
  • Route2
    • (2R,3S)-Methyl 2,3-dihydroxybutanoate|CS-0530304
      117406-91-4
    • null|null
      77-76-9
    • ~%
    • In-stock
      (4S,5R)-Methyl 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate|CS-W021108
      38410-80-9

    References

    • Bianchi, Paola; Roda, Gabriella; Riva, Sergio; Danieli, Bruno; Zabelinskaja-Mackova, Antonina; Griengl, Herfried Tetrahedron, 2001 , vol. 57, # 11 p. 2213 - 2220
  • Route3
    • null|null
      623-43-8
    • ~%
    • In-stock
      (4S,5R)-Methyl 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate|CS-W021108
      38410-80-9

    References

    • Yang, Yang; Fu, Xingnian; Chen, Jianwei; Zhai, Hongbin Angewandte Chemie - International Edition, 2012 , vol. 51, # 39 p. 9825 - 9828

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   0.6994
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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