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CS-W001157 4
Total: USD 88.00

Dimethyl (4R,5R)-2,2,dimethyl-1,3-dioxolane-4,5-dicarboxylate

  • CAS No. 37031-29-1

  • Cat. No. CS-0097514
  • Purity≥97%
  • MDL No.None

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

Dimethyl (4R,5R)-2,2,dimethyl-1,3-dioxolane-4,5-dicarboxylate|CS-0097514

Structure of 37031-29-1

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General Information

  • CAS No. 37031-29-1
  • Cat. No. CS-0097514
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₆
  • Molecular Weight 218.20
  • Synonym(s) Dimethyl (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylate
  • SMILES CC(O1)(C)O[C@@H](C(OC)=O)[C@@H]1C(OC)=O

Description

Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate is a chiral diester scaffold featuring a rigid 1,3-dioxolane ring with defined stereochemistry at C4 and C5. The geminal dimethyl substitution enhances steric shielding and stability. This configuration enables selective transformations in asymmetric synthesis, particularly as a building block for complex cyclic systems.

Synthesis

  • Route1
    • null|null
      87-69-4
    • null|null
      77-76-9
    • ~94%
    • In-stock
      Dimethyl (4R,5R)-2,2,dimethyl-1,3-dioxolane-4,5-dicarboxylate|CS-0097514
      37031-29-1

    References

    • Seebach, Dieter; Beck, Albert K.; Imwinkelried, Rene; Roggo, Silvio; Wonnacott, Anne Helvetica Chimica Acta, 1987 , vol. 70, p. 954 - 974
  • Route2
    • In-stock
      L-(+)-Tartaric acid dimethyl ester|CS-0093793
      608-68-4
    • null|null
      67-64-1
    • ~85%
    • In-stock
      Dimethyl (4R,5R)-2,2,dimethyl-1,3-dioxolane-4,5-dicarboxylate|CS-0097514
      37031-29-1

    References

    • Magee, David I.; Silk, Peter J.; Wu, Junping; Mayo, Peter D.; Ryall, Krista Tetrahedron, 2011 , vol. 67, # 29 p. 5329 - 5338
  • Route3
    • In-stock
      L-(+)-Tartaric acid dimethyl ester|CS-0093793
      608-68-4
    • null|null
      77-76-9
    • ~10%
    • In-stock
      Dimethyl (4R,5R)-2,2,dimethyl-1,3-dioxolane-4,5-dicarboxylate|CS-0097514
      37031-29-1

    References

    • Kobayashi, Yuka; Kokubo, Yasushi; Aisaka, Takamitsu; Saigo, Kazuhiko Tetrahedron Asymmetry, 2008 , vol. 19, # 21 p. 2536 - 2541

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
Precautionary Statements : P264-P270-P330

Quality Control

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Computational Chemistry Data

  • TPSA   71.06
  • LogP   -0.1475
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   2

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