(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol 4,5-Bis(4-methylbenzenesulfonate)

Name: (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol 4,5-Bis(4-methylbenzenesulfonate)
Brand: ChemScene
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CAS No. 51064-65-4
Cat. No. CS-0093797
Molecule weight470.56
Purity≥95%
MDL No.MFCD00063235

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(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol 4,5-Bis(4-methylbenzenesulfonate)|CS-0093797

Structure of 51064-65-4

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General Information

CAS No. 51064-65-4
Cat. No. CS-0093797
Purity ≥95%
MDL No. MFCD00063235
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₆O₈S₂
Molecular Weight 470.56
Synonym(s) (4R-trans)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethyl bis(toluene-p-sulphonate)
SMILES CC(O1)(C)O[C@H](COS(=O)(C2=CC=C(C)C=C2)=O)[C@H]1COS(=O)(C3=CC=C(C)C=C3)=O

Description

This bench-stable, moisture-tolerant diol derivative features two p-tolylsulfonyl protecting groups that enable reliable orthogonal protection in carbohydrate synthesis. The rigid 1,3-dioxolane scaffold supports stereoselective transformations, while the electron-rich aromatic sulfonates facilitate efficient deprotection under mild conditions.

Synthesis

Route1
- 73346-74-4
- 98-59-9
- ~89%
- In-stock
  
  51064-65-4
References
- Morimoto, Toshiaki; Chiba, Mitsuo; Achiwa, Kazuo Tetrahedron, 1993 , vol. 49, # 9 p. 1793 - 1806
Route2
- In-stock
  
  73346-73-3
- ~%
- In-stock
  
  51064-65-4
References
- Ko; Finan; Yonaga; et al. Journal of the American Chemical Society, 1982 , vol. 104, # 25 p. 7364 - 7367
Route3
- 3969-84-4
- ~%
- In-stock
  
  51064-65-4
References
- Rubin et al. Journal of the American Chemical Society, 1952 , vol. 74, p. 425,427

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 105.2
LogP 2.93434
H_Acceptors 8
H_Donors 0
Rotatable_Bonds 8

Other Classifications

Catalysts and Ligands Ligands Other Ligands Other Related Ligands

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Chiral Ligands (Other)

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(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol 4,5-Bis(4-methylbenzenesulfonate)

CAS No. 51064-65-4

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