High quality 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylamine Cas 51642-81-0 with good price CAS NO.51642-81-0

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Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/Feed additives, Fine chemicals in distributing the products of our own company and affiliated enterprises, are the members of Hubei E-commerce Chamber.

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Since Wuhan Fortuna Chemical Co., Ltd founded, we continuously innovate our products and improve our service, sales network. Hence, we initiate the first sale mode on net in China, which is the retail trade of small package bring along wholesale of diversified management modes. Our products are exported widely to South Korea, Vietnam, Australia, Europe and South America, highly recommended by our clients.

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2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosylamine (CAS 51642-81-0) is a chemically modified derivative of β-D-glucopyranose, characterized by the following features:

Structural Breakdown:

1. Core Structure:

   • A β-D-glucopyranose ring (cyclic glucose in a six-membered pyranose form).

   • The anomeric carbon (C1) is substituted with an amine group (-NH?) instead of the typical hydroxyl or glycosidic bond, making it a glycosylamine.

2. Protective Groups:

   • Hydroxyl groups at positions 2, 3, 4, and 6 are acetylated (O-acetyl groups, -OAc), enhancing stability and solubility in organic solvents. This protection prevents unwanted reactions at these positions during synthetic processes.

3. Stereochemistry:

   • The β-configuration at C1 means the amine group is oriented upwards in the Haworth projection, consistent with the D-glucose configuration.

Properties and Applications:

• Synthetic Intermediate:

  • Used in organic and carbohydrate chemistry to synthesize glycoconjugates, nucleosides, or glycosylated compounds. The amine group at C1 serves as a reactive site for coupling with other molecules (e.g., carboxylic acids to form amides).

  • Acts as a precursor for glycosyl donors in oligosaccharide synthesis, where acetyl groups can be selectively removed to expose hydroxyls.

• Pharmaceutical and Glycobiology Research:

  • Facilitates studies on glycosylation processes, enzyme substrates, or carbohydrate-based drug design.

• Stability:

  • Acetylation increases lipophilicity, making it soluble in solvents like chloroform or acetone, and suitable for reactions requiring anhydrous conditions.

Safety and Handling:

Likely requires standard precautions for handling acetylated compounds (gloves, eye protection). Specific toxicity data should be verified via safety databases (e.g., SDS).

Key Differentiators from Glucosamine:

Unlike glucosamine (amine at C2), this compound has the amine at the anomeric position (C1) and is fully acetylated at other hydroxyls. This structural distinction makes it valuable for specialized glycosylation reactions.

This compound is a versatile tool in synthetic chemistry, enabling precise control over carbohydrate reactivity for advanced molecular constructions.