95335-91-4

Usage

Uses

Used in Pharmaceutical Industry:
D-ALPHA BETA-CYCLOHEXYLIDENE-GLYCEROL is used as an intermediate in the synthesis of antiarrhythmic oral drugs, specifically (+)and (?)-mexiletine. This application is crucial for the development of medications that help regulate abnormal heart rhythms, providing a treatment option for patients suffering from arrhythmias.
Used in Biochemistry Research:
D-ALPHA BETA-CYCLOHEXYLIDENE-GLYCEROL is used as a precursor in the preparation of glycoglycerolipids. These lipids are essential components of cell membranes and play a significant role in various biological processes, making them an important area of study for researchers in biochemistry and cell biology.
Used in Organic Synthesis:
D-ALPHA BETA-CYCLOHEXYLIDENE-GLYCEROL is used as an intermediate in the synthesis of (S)-hydroxymethyl-1,4-benzodioxane, which is a key intermediate for the preparation of α-adrenergic receptor antagonists and the antidepressant drug doxazosin. This application highlights its importance in the development of medications that target specific receptors in the body, contributing to the treatment of various conditions, including hypertension and depression.

InChI:InChI=1/C9H16O3/c10-6-8-7-11-9(12-8)4-2-1-3-5-9/h8,10H,1-7H2/t8-/m0/s1

Upstream product

• 108-94-1 cyclohexanone 
• 56-81-5 glycerol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 130028-47-6 2-(2,4-Dinitro-phenoxymethyl)-1,4-dioxa-spiro[4.5]decane 
• 130028-44-3 4-(1,4-Dioxa-spiro[4.5]dec-2-ylmethoxy)-benzonitrile 
• 4167-35-5 (1,4-Dioxa-spiro[4.5]dec-2-yl)-methanol 
• 113798-80-4 (R)-(1,4-dioxaspiro[4.5]dec-2-yl)methanol 
• 82372-20-1 (1,4-dioxaspiro[4.5]decan-2-yl)methyl benzoate 
• 1227612-77-2 3-O-(3-O-allyl-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1,2-O-cyclohexylidene-sn-glycerol 
• 1236037-87-8 3-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-1,2-O-cyclohexylidene-sn-glycerol 
• 1638138-12-1 ((R)-2,2-cyclohexylidine-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulphonate 
• 78008-36-3 (R)-2,3-cyclohexylideneglyceraldehyde 
• 124933-36-4 toluene-4-sulfonic acid 1,4-dioxaspiro[4,5] dec-2-yl-methyl ester 
• 1386397-41-6 C₁₅H₂₀O₂Se 

Relevant academic research and scientific papers

Heterogeneous palladium-catalyzed synthesis of aromatic ethers by solvent-free dehydrogenative aromatization: Mechanism, scope, and limitations under aerobic and non-aerobic conditions

Starting from cyclohexanone derivatives and alcohols, both non-aromatic precursors, aryl ethers could be synthesized in good yields and with good selectivities in the presence of a catalytic amount of Pd/C, in one step, without added solvent, in a reaction vessel open to air. For less reactive substrates, the addition of 1-octene in a closed system under non-aerobic conditions improved the conversion. In addition, the catalyst could be recycled several times with no decrease in the yield of the aryl ether. The process was also used with tetralone derivatives and polyols. Several reactions were performed to propose a mechanism for this transformation. The formation of an enol ether followed by a dehydrogenation reaction seem to be the key steps of this reaction. Aryl ethers were prepared in good yields and with good selectivities in a solvent-free and heterogeneous catalytic dehydrogenative alkylation of cyclohexanones with various alcohols. Three different complementary routes were used, and for the first time, non-aerobic, safe conditions could be used. Moreover, the catalyst could be recycled several times with no decrease in the yield of the aryl ether. Copyright

Straightforward heterogeneous palladium catalyzed synthesis of aryl ethers and aryl amines via a solvent free aerobic and non-aerobic dehydrogenative arylation

Aryl ethers have been prepared from cyclohexanone derivatives and various alcohols in the presence of a catalytic amount of palladium on charcoal. The formation of an enol ether followed by an aerobic or non-aerobic dehydrogenation reaction, seem to be the key steps of this transformation. In addition, this new method was also adapted for the synthesis of arylamines.

Organocatalytic kinetic resolution of racemic primary alcohols using a chiral 1,2-diamine derived from (S)-proline

A highly efficient and good enantioselective organocatalytic asymmetric acylation of racemic primary alcohols with acyl chlorides has been achieved catalyzed by a chiral 1,2-diamine derived from (S)-proline.

Application of pig liver esterase catalyzed transesterification in organic media to the kinetic resolution of glycerol derivatives

The PLE/MPEG catalyzed transesterification of the glycerol ketals rac-1a and rac-1d-f with vinyl propionate in toluene proceeded with good selectivities (E=24-34) and gave the enantiomerically enriched S-alcohols 1a and 1d-f, and the S-esters 2a and 2d-f. High selectivities (E=99 and E≥200) were observed in the transesterification of the glycerol ether rac-3 and its desoxy analog rac-5, both having a secondary hydroxy group, with PLE/MPEG. In transesterifications in organic media PLE exhibited a much higher enantioselectivity than in hydrolysis in water.

EFFICIENT RESOLUTION OF SECONDARY ALCOHOLS, CYANOHYDRINS, AND GLYCEROL ACETALS BY COMPLEXATION WITH THE HOST DERIVED FROM TARTARIC ACID

Some title hydroxy compounds were resolved efficiently by complexation with the host compounds derived from tartaric acid.