Lot numbers can be found on the outside label of a product:
Levoglucosan
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CAS No. 498-07-7
- Cat. No. CS-W023160
- Purity≥95%
- MDL No.MFCD00063248
*For research and further manufacturing use only, not for direct human use.
Structure of 498-07-7
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General Information
- CAS No. 498-07-7
- Cat. No. CS-W023160
- Purity ≥95%
- MDL No. MFCD00063248
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₀O₅
- Molecular Weight 162.14
- Synonym(s) 1,6-Anhydro-β-D-glucopyranose; 1,6-Anhydro-β-D-glucose
- SMILES O[C@@H]1[C@@H]2O[C@H]([C@@H]([C@H]1O)O)OC2
Description
Levoglucosan serves as a key anhydrosugar intermediate in the thermal degradation of cellulose, offering a stable, crystalline scaffold for carbohydrate chemistry. This structurally defined compound features a pyranose ring with a unique C1–C2 glycosidic linkage, enabling direct functionalization at multiple sites. Its bench-stable nature and high solubility in polar solvents facilitate straightforward derivatization in synthetic and materials applications.
Application
Levoglucosan serves as a valuable chiral building block in synthetic organic chemistry, enabling access to complex carbohydrate-derived scaffolds. Its stable pyranose structure facilitates functionalization at multiple hydroxyl sites with high regioselectivity, making it particularly useful in the synthesis of glycoconjugates and heterocyclic compounds. The compound exhibits excellent bench stability and compatibility with standard protecting group strategies, supporting efficient purification and scalability in process-oriented synthesis.
Synthesis
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Route1
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2280-44-6 - ~10%
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In-stock
498-07-7
References
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Tanaka, Tomonari; Huang, Wei Chun; Noguchi, Masato; Kobayashi, Atsushi; Shoda, Shin-ichiro Tetrahedron Letters, 2009 , vol. 50, # 18 p. 2154 - 2157
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Route2
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In-stock
1464-44-4 - ~95%
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In-stock
498-07-7
References
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Baker, Raymond; Boyes, R. Hugh O.; Broom, D. Mark P.; O'Mahony, Mary J.; Swain, Christopher J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 1613 - 1622
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Route3
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50-99-7 - ~%
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67-47-0 -
In-stock
498-07-7
References
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Qian, Xianghong; Liu, Dajiang Carbohydrate Research, 2014 , vol. 388, # 1 p. 50 - 60
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 79.15
- LogP -2.1758
- H_Acceptors 5
- H_Donors 3
- Rotatable_Bonds 0
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