Lot numbers can be found on the outside label of a product:
Tetra-O-benzyl-δ-D-Gluconolactone
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CAS No. 13096-62-3
- Cat. No. CS-W005485
- Purity≥97%
- MDL No.MFCD08703228
*For research and further manufacturing use only, not for direct human use.
Structure of 13096-62-3
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General Information
- CAS No. 13096-62-3
- Cat. No. CS-W005485
- Purity ≥97%
- MDL No. MFCD08703228
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₃₄H₃₄O₆
- Molecular Weight 538.63
- Synonym(s) 2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone
- SMILES O=C([C@@H]1OCC2=CC=CC=C2)O[C@H](COCC3=CC=CC=C3)[C@@H](OCC4=CC=CC=C4)[C@@H]1OCC5=CC=CC=C5
Description
Tetra-O-benzyl-δ-D-Gluconolactone features four benzyl-protected hydroxyl groups on a gluconolactone core, enabling selective deprotection and functionalization in carbohydrate chemistry. This bench-stable derivative serves as a key intermediate for synthesizing complex glycosides and glycomimetics under mild conditions.
Application
Tetra-O-benzyl-δ-D-gluconolactone serves as a versatile chiral building block in carbohydrate chemistry, enabling efficient access to functionalized glycosides and heterocyclic scaffolds. Its four benzyl ether protections offer enhanced stability and ease of purification, while the lactone moiety facilitates selective ring-opening reactions. This compound functions effectively in stereoselective glycosylation and downstream derivatization, making it valuable for synthetic routes to complex oligosaccharides and glycomimetics.
Synthesis
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Route1
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6564-72-3 - ~79%
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In-stock
13096-62-3
References
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WO2005/92877 A1, ; Page/Page column 63 ;
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Route2
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59531-24-7 - ~92%
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In-stock
13096-62-3
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 1 p. 642 - 644
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Route3
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4291-69-4 - ~97%
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In-stock
13096-62-3
References
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Tetrahedron Letters, , vol. 43, # 40 p. 7271 - 7272
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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-H413
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Precautionary Statements : P270-P273-P330
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Quality Control
Computational Chemistry Data
- TPSA 63.22
- LogP 5.8848
- H_Acceptors 6
- H_Donors 0
- Rotatable_Bonds 13
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Key Words
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