4163-65-9 | 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$15.00	$10.00
5g	97%	in stock	$16.00	$11.00
10g	97%	in stock	$20.00	$14.00
25g	97%	in stock	$25.00	$17.00
100g	97%	in stock	$84.00	$59.00

Description

• Catalog Number: AB52983
• Chemical Name: 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose
• CAS Number: 4163-65-9
• Molecular Formula: C16H22O11
• Molecular Weight: 390.3393
• MDL Number: MFCD00069798
• SMILES: CC(=O)OC[C@H]1O[C@H](OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C

Computed Properties

• Complexity: 599
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 5
• Heavy Atom Count: 27
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 11
• XLogP3: 0.6

Upstream Synthesis Route

1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose, commonly known as $name$, is a versatile compound used extensively in chemical synthesis processes. This compound serves as a valuable building block for creating a variety of complex organic molecules due to its unique structure and reactivity.In chemical synthesis, $name$ is often utilized as a protecting group for the hydroxyl groups present in carbohydrates. By masking reactive hydroxyl groups with acetyl groups, the desired chemical transformations can be carried out selectively on specific hydroxyl groups without causing unwanted side reactions. This selective protection strategy is crucial in the synthesis of complex carbohydrate derivatives and pharmaceutical compounds.Moreover, $name$ can act as a precursor for the preparation of various mannose-derived molecules. Through controlled deprotection and functional group manipulation, chemists can introduce specific modifications to the mannose backbone, leading to the synthesis of tailored compounds with desired properties and functions.Additionally, in the field of glycochemistry, 1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose plays a significant role in studying carbohydrate-protein interactions, vaccine development, and drug design. Its ability to mimic natural carbohydrate structures makes it a valuable tool for investigating biological processes and developing innovative therapies.Overall, the strategic use of 1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose in chemical synthesis enables precise control over functional group transformations, facilitating the creation of structurally diverse compounds with potential applications in pharmaceuticals, agrochemicals, and materials science.

Literature

• Synthesis and molecular modelling of unsaturated exomethylene pyranonucleoside analogues with antitumor and antiviral activities.

  European journal of medicinal chemistry 20080701

• Facile preparation of peracetates and per-3-bromobenzoates of alpha-mono- and disaccharides.

  Molecules (Basel, Switzerland) 20051031