As a leading [(1R,3R,4S)-3-Bromo-7,7-Dimethyl-2-Oxobicyclo[2.2.1]Hept-1-Yl]Methanesulfonate supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What is the chemical structure of [ (1R, 3R, 4S) -3-Bromo-7, 7-Dimethyl-2-Oxobicyclo [2.2.1] Hept-1-Yl] Methanesulfonate
(1R, 3R, 4S) -3-bromo-7,7-dimethyl-2-oxobicyclic [2.2.1] heptyl-1-methylsulfonate, this is the name of an organic compound. To know its chemical structure, it is necessary to follow the rules of organic chemical structure.
Look at its name, "Bicyclic [2.2.1] heptane", this is the parent nuclear structure, which means a seven-membered cyclic compound formed by fusing two rings. Among them, one ring contains two carbon atoms, the other ring also contains two carbon atoms, and the two rings share one carbon atom, forming a unique bicyclic structure.
"7,7-dimethyl", indicating that there are two methyl groups attached at position 7 of the dicyclic structure. "2-oxo", indicating the presence of a carbonyl group (C = O) at position 2. " (1R, 3R, 4S) - 3-bromo", indicating that there is a bromine atom attached at position 3, and the three-dimensional configurations of positions 1, 3, and 4 are R, R, and S, respectively. "Methanesulfonate" means that position 1 is connected to methanesulfonate (-OSO -2 CH).
In summary, the chemical structure of (1R, 3R, 4S) -3-bromo-7,7-dimethyl-2-oxobicyclic [2.2.1] heptyl-1-methanesulfonate is based on the binicyclic [2.2.1] heptane as the parent nucleus, and there are methyl, carbonyl, bromine atoms and methanesulfonate groups at specific positions, and the organic compound structure has a specific three-dimensional configuration.
[ (1R, 3R, 4S) -3-Bromo-7, 7-Dimethyl-2-Oxobicyclo [2.2.1] Hept-1-Yl] What are the physical properties of Methanesulfonate
(1R, 3R, 4S) -3-bromo-7,7-dimethyl-2-oxobicyclic [2.2.1] heptyl-1-methylsulfonate is an organic compound with specific physical properties. Its properties may be white to off-white crystalline powder, because many organic ester compounds with similar structures often appear in this way, and the structure of the compound is relatively regular, and the intermolecular arrangement is orderly, which is conducive to the formation of crystals.
Melting point, in view of the existence of a bilicyclic structure in the molecule and functional groups such as bromine and methanesulfonate, the interaction is complex, and the melting point may be in a certain range, and it is estimated that it is about 100-120 ° C. Due to the fact that the melting point of compounds similar to those containing bicyclic, halogen atoms and ester groups is mostly in this range, the bicyclic structure enhances the rigidity of the molecule, and the interaction between halogen atoms and ester groups affects the lattice energy, thus determining the melting point.
In terms of solubility, the compound is insoluble in water. Due to the large proportion of hydrophobic bicyclic and methyl groups in the molecule, only methanesulfonate ester groups have a certain polarity, and the overall polarity is weak. The force between water molecules is small, and it is not easy to form hydrogen bonds and other interactions. However, it is soluble in some organic solvents, such as halogenated hydrocarbons such as dichloromethane and chloroform, and polar organic solvents such as acet Due to the fact that halogenated hydrocarbons and acetone can form van der Waals forces and other interactions with the compound, and the non-polar part of the halogenated hydrocarbons is miscible with the hydrophobic part of the compound, and the polar part of acetone interacts with the methanesulfonate group, it can be dissolved.
The compound has a higher density than water due to its compact molecular structure and contains bromine atoms. The relative atomic weight of bromine atoms is large, which increases the unit volume mass, so the density is greater than that of water.
[ (1R, 3R, 4S) -3-Bromo-7, 7-Dimethyl-2-Oxobicyclo [2.2.1] Hept-1-Yl] What are the common uses of Methanesulfonate
(%5B%281R%2C3R%2C4S%29 - 3 - Bromo - 7% 2C7 - Dimethyl - 2 - Oxobicyclo% 5B2.2.1% 5DHept - 1 - Yl%5DMethanesulfonate This compound is often prepared by organic synthesis.
To obtain this compound, one of the common routes is to use a specific dicycloenone as the starting material. The halogenation reaction of dicycloenones can introduce bromine atoms at specific positions. In this step, suitable halogenation reagents and reaction conditions need to be selected to ensure that the bromine atoms are connected at the expected (3-position and configuration R) position without affecting other functional groups.
Then, through a specific reaction, methanesulfonate groups are introduced on the dicyclic structure. This process requires careful selection of reaction reagents and conditions to ensure the access of methanesulfonate groups (1-position and the configuration is consistent with the established), and to maintain the overall structural stability.
Or, starting from another related dicyclic compound, modify it first to make the molecular structure approach the target, and then introduce bromine atoms and methanesulfonate groups step by step. Each step requires fine regulation of the reaction conditions to achieve the purpose of precise configuration and location.
During the synthesis process, many factors such as temperature, solvent, catalyst, etc., have a profound impact on the reaction process, product configuration and yield. Therefore, it needs repeated exploration and optimization to obtain this (%5B%281R%2C3R%2C4S%29 - 3 - Bromo - 7% 2C7 - Dimethyl - 2 - Oxobicyclo% 5B2.1% 5DHept - 1 - Yl%5DMethanesulfonate) compound with higher yield and purity.
[ (1R, 3R, 4S) -3-Bromo-7, 7-Dimethyl-2-Oxobicyclo [2.2.1] Hept-1-Yl] Methanesulfonate
To prepare [ (1R, 3R, 4S) - 3 - bromo - 7,7 - dimethyl - 2 - oxobicyclo [2.2.1] heptyl - 1 - yl] methanesulfonate, according to the following method.
The first need to find a suitable starting material, or choose to start with a specific configuration of the dicyclo compound, this compound at a specific position should be derived from the target structure of the group.
Then, bromination reaction. When an appropriate brominating reagent is used, under suitable reaction conditions, such as in a suitable solvent, the temperature and reaction time are controlled, so that the bromine atoms are precisely added to the predetermined position to form a brominated intermediate of a specific configuration. In this process, attention must be paid to the influence of the reaction conditions on the maintenance of the configuration, and it must not cause adverse changes such as racemization of the configuration.
Furthermore, for the introduction of the methanesulfonate part. The brominated intermediate is first treated to produce an activity check point that can react with the methanesulfonate group. Then methanesulfonic acid or methanesulfonyl chloride is used to successfully connect the methanesulfonate group to the target position under alkali or other suitable catalytic conditions to form [ (1R, 3R, 4S) -3-bromo-7,7-dimethyl-2-oxobicyclo [2.2.1] heptyl-1-yl] methanesulfonate.
After the reaction is completed, it needs to go through the steps of separation and purification. Using means such as column chromatography and recrystallization, the product is separated from the impurities of the reaction system to obtain a high-purity target product. During the entire preparation process, each step of the reaction requires careful control of the reaction conditions and monitoring of the reaction process to ensure the configuration and purity of the product and achieve the purpose of preparation.
What are the special properties of [ (1R, 3R, 4S) -3-Bromo-7, 7-Dimethyl-2-Oxobicyclo [2.2.1] Hept-1-Yl] Methanesulfonate in the reaction
[ (1R, 3R, 4S) -3-bromo-7,7-dimethyl-2-oxobicyclic [2.2.1] heptyl-1-yl] methanesulfonate has unique properties in the reaction. Due to the specific three-dimensional configuration of this compound, the spatial arrangement of (1R, 3R, 4S) makes it unique during the reaction. The 3-bromo atom and the methanesulfonate group have different activities but affect each other. The bromine atom has a certain tendency to leave, and the methanesulfonate group changes the overall nucleophilicity of the molecule.
The skeleton structure of 2.2.1 heptane imparts rigidity to it, which affects the accessibility of the reaction check point. In many reactions, such as nucleophilic substitution, the reaction check point may be limited due to steric hindrance and group activity, or the selectivity of specific regions may be induced. 2-Oxo groups, by means of conjugation effect, affect the distribution of the surrounding electron cloud, so that the connected carbon has a certain electrophilicity, or becomes one of the reactive active centers.
The stereochemical properties of this compound or the resulting product have a special stereoconfiguration in a specific reaction environment, and follow the rules and mechanisms of stereochemistry. Due to its unique structure and group characteristics, it can be used as a key intermediate in organic synthesis reactions, and can lead to diverse products under different reaction conditions, thus exhibiting unique value in the field of organic synthesis.