Beta-D-Mannopyranose 1,3,4,6-Tetra-O-Acetate 2-O-Trifluoromethanesulfonate

This is the chemical structure analysis of β-D-manopyranose 1, 3, 4, 6-tetra-O-acetyl-2-O-trifluoromethanesulfonate. Its structure construction begins with the basic structure of β-D-manopyranose, which has the hexamembered cyclic morphology of pyranose.
On the sugar ring, the hydroxyl groups at positions 1, 3, 4, and 6 are all esterified with the acetyl group (-COCH 🥰), that is, the hydrogen atom of the hydroxyl group is replaced by the acetyl group, thereby forming a four-O-acetyl substituted structure. These substituents endow the molecule with specific chemical activity and steric resistance.
It is particularly crucial that the hydroxyl group at position 2 reacts with trifluoromethanesulfonic acid (CF 🥰 SO 🥰 H), and the hydrogen atom of the hydroxyl group is replaced by a trifluoromethanesulfonyl group (CF SO 🥰 -) to form a 2-O-trifluoromethanesulfonate structure. Trifluoromethanesulfonyl is a strong electron-absorbing group, and its introduction significantly affects the reactivity of the molecule, making position 2 an active check point for chemical reactions, often triggering many reactions such as nucleophilic substitution.
In this way, β-D-mannopyranose 1,3,4,6-tetra-O-acetyl-2-O-trifluoromethanesulfonate is modified by specific substituents, showing unique chemical properties and reactivity, and occupies an important position in the field of organic synthesis chemistry, especially in the synthesis and modification of sugar compounds.

Beta+-+D+-+Mannopyranose+1%2C3%2C4%2C6+-+Tetra+-+O+-+Acetate+2+-+O+-+Trifluoromethanesulfonate is an organic compound with a wide range of main uses.
In the field of organic synthesis, this substance is often used as a key intermediate. Due to its unique structure and multiple reactive check points, it can construct complex organic molecular structures through various chemical reactions. For example, in the field of glycochemistry, it can be linked with other carbohydrates or non-carbohydrates through specific reactions to synthesize oligosaccharides or sugar conjugates with specific biological activities or functions. This synthesis process is of great significance for the study of carbohydrate biological activity and the development of carbohydrate drugs.
Furthermore, in the field of materials science, it may be introduced into a specific material structure through chemical reactions, giving materials unique properties. Such as improving material hydrophobicity, biocompatibility, etc. By precisely regulating its content and distribution in materials, high-performance materials suitable for different scenarios can be prepared, such as biomedical materials, separation membrane materials, etc.
In addition, in some catalytic reaction systems, the compound may play a unique role. Or it can be used as a ligand to complex with metal ions to form a catalyst to catalyze specific organic reactions, and its special structure may affect the catalytic reaction activity and selectivity, providing a more efficient and selective catalytic path for organic synthesis reactions.
In summary, Beta+-+D+-+Mannopyranose+1%2C3%2C4%2C6+-+Tetra+-+O+-+Acetate+2+-+O+-+Trifluoromethanesulfonate has important uses in many fields such as organic synthesis, materials science, catalytic reactions, etc., providing key material basis and technical support for research and development in related fields.

The preparation method of Beta - + D - + mannopyranose 1,3,4,6 - tetra- O - acetate 2 - O - trifluoromethanesulfonate is one of the important topics in organic synthetic chemistry. There are several common methods for preparing this compound.
First, it can be started from mannose. Mannose is first protected by acetyl groups to obtain 1,3,4,6 - tetra- O - acetyl mannose intermediates through appropriate protection group strategy. This process requires mild reaction conditions and suitable acylation reagents, such as acetic anhydride in the presence of basic catalysts such as pyridine, which can acetylate mannose hydroxyl groups.
Then, for the 2-position hydroxyl group, with trifluoromethanesulfonyl chloride as a reagent, in the presence of suitable bases such as triethylamine, the esterification reaction of trifluoromethanesulfonate is carried out to obtain the target product Beta - + D - + mannopyranose 1,3,4,6 - tetra-O - acetate 2 - O - trifluoromethanesulfonate. This reaction condition needs to be finely regulated, because the activity of trifluoromethanesulfonyl chloride is quite high, and the reaction is easy to get out of control.
Another strategy may be to start from mannose derivatives with partially protected groups. If there are mannose compounds containing partial acetyl groups, the 2-position hydroxyl group is precisely modified through selective removal and re-protection steps, and then the trifluoromethanesulfonate group is introduced. This path requires extremely high reaction selectivity, and highly selective deprotection and protection reagents and conditions are required.
Preparation of Beta - + D - + mannopyran 1, 3, 4, 6 - tetra- O - acetate 2 - O - trifluoromethanesulfonate requires fine control of reaction conditions, reagent selection and intermediate purification to achieve high yield and high purity of the target product.

Beta+-+D+-+Mannopyranose+1%2C3%2C4%2C6+-+Tetra+-+O+-+Acetate+2+-+O+-+Trifluoromethanesulfonate, this is an organic compound with unique physical and chemical properties.
In terms of its physical properties, at room temperature, it is mostly a white crystalline solid, which is caused by the intermolecular forces and arrangements. The melting point is in a specific range, about [X] ° C, which is determined by the stability of the molecular structure and the lattice energy. Due to the existence of polar groups in the molecule, such as acetoxy and trifluoromethanesulfonate ester groups, it shows some solubility in some polar organic solvents, such as dichloromethane, acetone, etc. However, the solubility in water is poor, which is determined by the balance between its hydrophobic hydrocarbon framework and limited hydrophilic groups.
In terms of chemical properties, its chemical activity is quite high. The trifluoromethanesulfonate ester group is an excellent leaving group, which is easy to initiate nucleophilic substitution reaction. When encountering nucleophilic reagents, such as alcohols and amines, the oxygen atom of the ester group will attack the carbon atom of the trifluoromethanesulfonate group, and the trifluoromethanesulfonate ion will leave to form a new substitution product. In addition, the acetoxy group can undergo hydrolysis reaction under specific conditions, such as acid or base catalysis. In an alkaline environment, the hydroxide ion attacks the carbonyl carbon of the acetyl group, causing the acetoxy group to be separated to form an alcohol hydroxyl group and an acetate. The compound is widely used in the field of organic synthesis and is often used as an intermediate to construct more complex carbohydrate derivatives or natural product analogs. Through reactions such as nucleophilic substitution, different functional groups are precisely introduced to achieve the synthesis of target molecules.

Beta+-+D+-+Mannopyranose+1%2C3%2C4%2C6+-+Tetra+-+O+-+Acetate+2+-+O+-+Trifluoromethanesulfonate is an organic compound with a wide range of uses in the field of organic synthesis. Its application prospects in related fields can be viewed from the following perspectives.
First, in the chemical synthesis of carbohydrates, this compound can be used as a key intermediate. Sugar chemical synthesis aims to construct sugar molecules with specific structures and functions, which is of great significance in drug development and biomaterials preparation. The unique structure of this compound allows it to be connected to other molecules through specific chemical reactions, thereby constructing complex carbohydrate structures and laying the foundation for the development of new carbohydrate drugs.
Second, in the field of organic synthesis reaction methodology, this compound can be used to explore novel reaction pathways. The functional groups in its structure, such as trifluoromethanesulfonate group, have high reactivity and can initiate unique reactions, opening up new reaction modes for organic synthesis chemists, expanding the boundaries of synthetic chemistry, and providing new strategies for synthesizing complex organic molecules.
Third, in the field of materials science, it may be able to help prepare materials with special properties. After chemical modification, it can be introduced into polymer materials to give materials special properties, such as improving material hydrophilicity, biocompatibility, etc., showing application potential in biomedical materials, membrane materials, etc.
Fourth, in the total synthesis of natural products, this compound may play an important role. Many natural products contain carbohydrate structural units, and the use of this compound can efficiently construct these carbohydrate structures, promote the progress of total synthesis of natural products, and provide the possibility for in-depth research on the biological activity of natural products and the development of new drugs.
Beta+-+D+-+Mannopyranose+1%2C3%2C4%2C6+-+Tetra+-+O+-+Acetate+2+-+O+-+Trifluoromethanesulfonate has broad application prospects in organic synthesis, drug research and development, materials science and other fields, and is expected to bring new opportunities for the development of various fields.