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CS-W001157 4
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((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

  • CAS No. 93379-48-7

  • Cat. No. CS-W009636
  • Purity≥98%
  • MDL No.None

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

((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)|CS-W009636

Structure of 93379-48-7

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General Information

  • CAS No. 93379-48-7
  • Cat. No. CS-W009636
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₁H₃₀O₄
  • Molecular Weight 466.57
  • Synonym(s) [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol)
  • SMILES OC(C1=CC=CC=C1)(C2=CC=CC=C2)[C@H]3[C@H](C(C4=CC=CC=C4)(C5=CC=CC=C5)O)OC(C)(C)O3

Description

This chiral dioxolane diol features two diphenylmethyl protecting groups that enhance solubility and stability. The rigid 1,3-dioxolane scaffold provides defined stereochemistry, enabling precise control in asymmetric synthesis. Its bench-stable nature simplifies handling during complex multistep transformations.

Application

((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) serves as a stable, bench-ready chiral synthon for the construction of complex polyols and heterocyclic scaffolds. Its rigid 1,3-dioxolane core with adjacent stereogenic centers enables controlled stereochemical transfer in nucleophilic additions and reductions. The diphenylmethyl (benzhydryl) groups provide excellent solubility and facilitate purification via crystallization or chromatography. This compound functions effectively in asymmetric synthesis workflows requiring orthogonal protection and high diastereoselectivity.

Synthesis

  • Route1
    • null|null
      108-86-1
    • In-stock
      Dimethyl (4R,5R)-2,2,dimethyl-1,3-dioxolane-4,5-dicarboxylate|CS-0097514
      37031-29-1
    • ~94%
    • In-stock
      ((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)|CS-W009636
      93379-48-7

    References

    • Mueller, Simona; Afraz, Marcel Cyrus; De Gelder, Rene; Ariaans, Gerry J. A.; Kaptein, Bernard; Broxterman, Quirinus B.; Bruggink, Alle European Journal of Organic Chemistry, 2005 , # 6 p. 1082 - 1096
  • Route2
    • null|null
      108-86-1
    • In-stock
      Diethyl (R,R)-O,O-isopropylidenetartrate|CS-0097519
      59779-75-8
    • ~76%
    • In-stock
      ((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)|CS-W009636
      93379-48-7

    References

    • Du, Haifeng; Zhao, Dongbo; Ding, Kuiling Chemistry - A European Journal, 2004 , vol. 10, # 23 p. 5964 - 5970
  • Route3
    • null|null
      77-76-9
    • ~%
    • In-stock
      ((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)|CS-W009636
      93379-48-7

    References

    • Helvetica Chimica Acta, , vol. 70, p. 954 - 974

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   58.92
  • LogP   5.3787
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   6

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