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CS-W001157 4
Total: USD 88.00

(S)-Methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate

  • CAS No. 60456-21-5

  • Cat. No. CS-W008410
  • Purity≥98%
  • MDL No.MFCD00066526

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

(S)-Methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate|CS-W008410

Structure of 60456-21-5

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General Information

  • CAS No. 60456-21-5
  • Cat. No. CS-W008410
  • Purity ≥98%
  • MDL No. MFCD00066526
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₄
  • Molecular Weight 160.17
  • Synonym(s) (-)-Methyl (S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate
  • SMILES O=C([C@H]1OC(C)(C)OC1)OC

Description

()-Methyl (S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate can be used:As a chiral building block to make the key tetrahydrofuran subunit of ()-gymnodimine, a marine algal toxin.To prepare an enedione by reacting with dimethyl methylphosphonate, BuLi, and phenylglyoxal, which in turn is used to synthesize cyclopentenone derivatives.As a starting material for the preparation of (S)-4,5-dihydroxy-2,3-pentanedione (DPD), a precursor for autoinducer (AI)-2 in bacteria.

Synthesis

  • Route1
    • (S)-1-(2,2-Dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethan-1-one|CS-1140569
      115114-86-8
    • ~85%
    • In-stock
      (S)-Methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate|CS-W008410
      60456-21-5

    References

    • Wilde, H. De; Clercq, P. De; Vandewalle, M.; Roeper, H. Tetrahedron Letters, 1987 , vol. 28, # 40 p. 4757 - 4758
  • Route2
    • In-stock
      (S)-Methyl 2,3-dihydroxypropanoate|CS-W000794
      10303-88-5
    • null|null
      77-76-9
    • ~85%
    • In-stock
      (S)-Methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate|CS-W008410
      60456-21-5

    References

    • Stecko, Sebastian; Michalak, Micha; Stodulski, MacIej; Muchal, Lukasz; Parda, Kamil; Furman, Bartlomiej; Chmielewski, Marek Synthesis (Germany), 2012 , vol. 44, # 17 p. 2695 - 2698
  • Route3
    • null|null
      186581-53-3
    • In-stock
      (S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid|CS-0099094
      102045-96-5
    • ~84%
    • In-stock
      (S)-Methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate|CS-W008410
      60456-21-5

    References

    • Sodeoka, Mikiko; Sampe, Ruriko; Kagamizono, Terumi; Osada, Hiroyuki Tetrahedron Letters, 1996 , vol. 37, # 48 p. 8775 - 8778

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   0.3109
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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