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2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate (CAS 74808-10-9)

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Alternate Names:
α-D-Glucopyranose 2,3,4,6-Tetraacetate 1-(2,2,2-Trichloroethanimidate)
CAS Number:
74808-10-9
Molecular Weight:
492.69
Molecular Formula:
C16H20Cl3NO10
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate (TAT) emerges as a synthetic compound. This versatile reagent offers a wide range of applications for synthesizing compounds like glycosides, glycosidic ethers, and glycosyl halides. Additionally, 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate finds utility in the synthesis of glycosylated compounds and the formation of glycosidic linkages. It has demonstrated inhibitory properties against several enzymes. Moreover, it also exhibits inhibitory effects on proteins such as lectins, glycoproteins, and glycolipids.


2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate (CAS 74808-10-9) References

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  2. A facile and effective synthesis of alpha-(1-->6)-linked mannose di-, tri-, tetra-, hexa-, octa-, and dodecasaccharides, and beta-(1-->6)-linked glucose di-, tri-, tetra-, hexa-, and octasaccharides using sugar trichloroacetimidates as the donors and unprotected or partially protected glycosides as the acceptors.  |  Zhu, Y. and Kong, F. 2001. Carbohydr Res. 332: 1-21. PMID: 11403082
  3. Remote control of alpha- or beta-stereoselectivity in (1-->3)-glucosylations in the presence of a C-2 ester capable of neighboring-group participation.  |  Zeng, Y., et al. 2003. Carbohydr Res. 338: 307-11. PMID: 12559728
  4. From solution phase to 'on-column' chemistry: trichloroacetimidate-based glycosylation promoted by perchloric acid-silica.  |  Mukhopadhyay, B., et al. 2005. J Org Chem. 70: 9059-62. PMID: 16238354
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  9. Synthesis of a group of diosgenyl saponins with combined use of glycosyl trichloroacetimidate and thioglycoside donors  |  Yu, H., Yu, B., Wu, X., Hui, Y., & Han, X. 2000. Journal of the Chemical Society, Perkin Transactions 1. (9): 1445-1453.
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate, 50 mg

sc-213980A
50 mg
$184.00

2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl Trichloroacetimidate, 100 mg

sc-213980
100 mg
$306.00