Date published: 2025-12-6

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6-O-(Triisopropylsilyl)-D-glucal (CAS 137915-37-8)

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CAS Number:
137915-37-8
Molecular Weight:
302.48
Molecular Formula:
C15H30O4Si
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6-O-(Triisopropylsilyl)-D-glucal is a key intermediate in carbohydrate chemistry research, widely utilized for the synthesis of various glycosides and complex carbohydrates. Its significance lies in its ability to act as a protected form of D-glucose, allowing for selective manipulation of specific hydroxyl groups. The triisopropylsilyl (TIPS) protecting group at the 6th position shields the hydroxyl functionality, preventing undesired reactions during glycosylation processes. This compound serves as a versatile building block in the assembly of oligosaccharides and glycoconjugates, crucial for studying carbohydrate-protein interactions, glycobiology, and the development of carbohydrate-based vaccines. Additionally, 6-O-(Triisopropylsilyl)-D-glucal finds applications in the synthesis of natural products, pharmaceutical intermediates, and functional materials. Its strategic placement within synthetic pathways allows chemists to access structurally diverse carbohydrate derivatives with enhanced stability and reactivity, facilitating investigations into the roles of carbohydrates in biological processes and the design of novel materials with tailored properties. Overall, this compound plays a pivotal role in advancing research across various disciplines, contributing to the understanding of carbohydrate structure-function relationships and enabling the development of innovative materials and bioactive compounds.


6-O-(Triisopropylsilyl)-D-glucal (CAS 137915-37-8) References

  1. Acetamidoglycosylation with Glycal Donors: A One-Pot Glycosidic Coupling with Direct Installation of the Natural C(2)-N-Acetylamino Functionality.  |  Di Bussolo, V., et al. 2000. Angew Chem Int Ed Engl. 39: 204-207. PMID: 10649376
  2. Improved and large-scale synthesis of different protected D-glucuronals.  |  Mikula, H., et al. 2013. Carbohydr Res. 370: 19-23. PMID: 23419943
  3. Synthesis and Applications of Silyl 2-Methylprop-2-ene-1-sulfinates in Preparative Silylation and GC-Derivatization Reactions of Polyols and Carbohydrates.  |  Marković, D., et al. 2016. Chemistry. 22: 4196-205. PMID: 26864218
  4. Total synthesis of the indolocarbazole alkaloid ZHD-0501 and its seven isomers  |  Wang, L., Zhang, Y., Xu, Z., Li, J., & Zhu, W. 2022. Organic Chemistry Frontiers. 9(15): 4110-4117.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-O-(Triisopropylsilyl)-D-glucal, 1 g

sc-239112
1 g
$126.00