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Sku CI29127_1_G
Chem Impex
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Product Information

Product Name
2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone
Brand Name
Chem Impex
Product Number
29127
CAS
13096-62-3
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
10907626
IUPAC Name
(3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-one
InChI Key
BUBVLQDEIIUIQG-NXVJRICRSA-N
SMILES
C1=CC=C(C=C1)COCC@@H2C@H(C@@H(C@H(C(=O)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

Description

2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone is widely utilized in research focused on:

Synthesis of Glycosides: This compound serves as a versatile building block in the synthesis of glycosides, which are important in pharmaceuticals and biochemistry for their role in drug development and natural product synthesis.

Protecting Group in Organic Chemistry: It acts as a protecting group for hydroxyl functionalities during multi-step organic synthesis, allowing chemists to selectively modify other parts of the molecule without affecting the protected sites.

Research in Carbohydrate Chemistry: This lactone is utilized in carbohydrate chemistry studies, helping researchers understand glycosidic bond formation and the reactivity of sugars, which is crucial for developing new carbohydrate-based materials.

Pharmaceutical Applications: Due to its structural properties, it is explored in the formulation of drug delivery systems, enhancing the solubility and stability of therapeutic agents.

Food Industry Applications: It can be used in food chemistry for flavoring and as a stabilizing agent, contributing to the development of new food products with enhanced taste and shelf life.