b-D-Glucopyranuronic acid, methyl ester, 2,3,4-triacetate1-(2,2,2-trichloroethanimidate)


Chemical Name: b-D-Glucopyranuronic acid, methyl ester, 2,3,4-triacetate1-(2,2,2-trichloroethanimidate)
CAS Number: 197895-54-8
Product Number: AG00AE7N(AGN-PC-0QPF7I)
Synonyms:
MDL No:
Molecular Formula:
Molecular Weight:

Identification/Properties


Computed Properties
Molecular Weight:
478.656g/mol
XLogP3:
1.7
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
11
Rotatable Bond Count:
10
Exact Mass:
477g/mol
Monoisotopic Mass:
477g/mol
Topological Polar Surface Area:
148A^2
Heavy Atom Count:
29
Formal Charge:
0
Complexity:
680
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
5
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

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Chemical Structure



2,3,4-Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester, Trichloroacetimidate is a versatile reagent widely used in chemical synthesis. This compound serves as an important building block in the creation of various organic molecules due to its unique chemical properties.In chemical synthesis, this compound acts as an efficient protecting group for the glucuronic acid moiety. By selectively acetylating the hydroxyl groups at positions 2, 3, and 4 of the glucuronic acid, the trichloroacetimidate derivative effectively masks the reactivity of these hydroxyl groups. This protection strategy plays a crucial role in controlling regioselectivity and preventing undesired side reactions in complex organic transformations.Additionally, the trichloroacetimidate functional group in this compound serves as a masked glycosyl donor, enabling the efficient glycosylation of various acceptor molecules. Through selective activation and subsequent glycosylation reactions, this reagent facilitates the construction of glycosidic linkages in carbohydrate chemistry and oligosaccharide synthesis.Overall, 2,3,4-Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester, Trichloroacetimidate plays a pivotal role in streamlining chemical synthesis processes by providing a strategic approach to protect functional groups and enable controlled glycosylation reactions for the efficient assembly of complex organic molecules.