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Usage

Uses

Used in Biochemical Studies:
1,2:4,5-Biscyclohexylidene DL-Myo-Inositol is used as an intermediate in the synthesis of phosphonate derivatives for biochemical studies. It aids in the investigation of inositol-binding proteins, which play a significant role in cellular processes and functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,2:4,5-Biscyclohexylidene DL-Myo-Inositol is used as a key compound in the development of drugs targeting inositol-binding proteins. These proteins are involved in various signaling pathways and have potential therapeutic applications in treating diseases related to cellular signaling dysregulation.
Used in Chemical Research:
1,2:4,5-Biscyclohexylidene DL-Myo-Inositol is also used as a research compound in the field of chemistry. Its unique structure and properties make it a valuable tool for studying the synthesis and reactivity of related compounds, as well as for exploring new applications in various chemical processes.

Upstream product

• 1670-47-9 1,1-diethoxycyclohexane 
• 87-89-8 D-myo-inositol 
• 1122-84-5 1-ethoxycyclohexene 
• 6763-47-9 rac-1,2-O-cyclohexylidene-myo-inositol 
• 108-94-1 cyclohexanone 
• 932-92-3 cyclohexyl ethyl ether 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-L-chiro-inositol 
• 129115-29-3 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-3-O-trifluoromethanesulfonyl-L-myo-inositol 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-D-chiro-inositol 
• 129115-29-3 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-3-O-trifluoromethanesulfonyl-D-myo-inositol 
• 134109-13-0 D-3-O-benzoyl-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 23393-20-6 1D-3-O-benzyl-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 23393-20-6 D-1-O-benzyl-2,3:5,6-di-O-cyclohexylidene-myo-inositol 
• 111901-83-8 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-3-O-benzyl-D-myo-inositol 

Downstream Products

• 20703-86-0 C₂₅H₃₂O₇ 
• 141033-52-5 C₃₄H₄₄BrO₉P 
• 141033-58-1 C₆₅H₁₁₀BrO₁₃P 
• 141033-58-1 C₆₅H₁₁₀BrO₁₃P 
• 23486-92-2 3,6-di-O-benzyl-1,2:4,5-di-O-cyclohexylidene-D(L)-myo-inositol 
• 23393-20-6 (+/-)-3-O-benzyl-1,2:4,5-di-O,O-cyclohexylidene-myo-inositol 
• 23393-20-6 6-O-benzyl-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 20703-86-0 (±)-6-O-benzoyl-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 6763-47-9 rac-1,2-O-cyclohexylidene-myo-inositol 
• 23486-90-0 (+/-) 1-O-benzyl-myo-inositol 
• 193285-10-8 D-1,2;4,5-di-O-cyclohexylidene-3-((2'S,4'S,5'R)-3',4'-dimethyl-5'-phenyl-1',3',2'-oxazaphospholidin-2'-one)-myo-inositol 
• 34361-60-9 D-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 34361-60-9 1L-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 68738-30-7 1L-1-O-benzyl-myo-inositol 

Relevant academic research and scientific papers

Synthesis of meso-cyclohexa-3,5-diene-1,2-diol derivative from myo-inositol

Synthesis of (meso)1,2-O-cyclohexylidene-cyclohexa-3,4-diene (4) in four steps from myo-inositol and its exclusive conversion to the vinylic epoxide 13 is described.

The absolute configuration and optical purity of (-)- and (+)-1,2:4,5-di-O-cyclohexylidene-myo-inositols

The absolute configurations of (-)- and (+)-1,2:4,5-di-O-cyclohexylidene-myo-inositols are derived as 1D- and 1L-1,2:4,5-di-O-cyclohexylidene-myo-inositols respectively, and are reverse of the most recent literature assignments.

Design and synthesis of biotinylated inositol phosphates relevant to the biotin-avidin techniques

Six bifunctional molecules containing biotin and various inositol phosphates were synthesized. These compounds were designed on the basis of X-ray structures of the complexes of d-myo-inositol 1,4,5-triphosphates (IP 3) and phospholipase C δ pleckstrin homology domain (PLCδ PH) considering the application to the biotin-avidin techniques. The building blocks of the inositol moiety were synthesized starting with optically resolved myo-inositol derivatives and assembled to the biotin linker through a phosphate linkage. The Royal Society of Chemistry.

Resolution of synthetically useful myo-inositol derivatives using the chiral auxiliary O-acetylmandelic acid

Efficient methods for the resolution of various myo-inositol derivatives have been developed using O-acetylmandelic acid (OAM) as the chiral auxiliary. Various methods of introduction of the chiral auxiliary have been compared. DCC mediated coupling betwe

First Total Synthesis of Mycothiol and Mycothiol Disulfide

(Matrix presented) The first total synthesis of mycothiol and mycothiol disulfide was achieved by linking D-2,3,4,5,6-penta-O-acetyl-myo-inositol, O-(3,4,6-tri-O-acetyl)-2-azido-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate, and N,S-diacetyl-L-cysteine and deprotecting peracetylated mycothiol. The first full spectral characterization is reported for underivatized mycothiol. The structure of mycothiol was confirmed by spectral analysis of the known bimane derivative.

Synthesis of phosphatidylinositol mannosides (PIMs)

Two strategies towards the synthesis of phosphatidylinositol mannosides (PIMs) were elaborated which permit selective access to the O-1-, O-2-, and the O-6 position of the myo-inositol residue. Starting materials are 1,2:5,6- and 1,2:4,5-di-O-cyclohexylid

Synthesis of mycothiol, 1D-1-O-(2-[N-acetyl-L-cysteinyl]amino-2-deoxy-α-D-glucopyranosyl)-myo-inositol, principal low molecular mass thiol in the actinomycetes

Members of the actinomycetes produce 1D-1-O-(2-[N-acetyl-l-cysteinyl]amino-2-deoxy-α-D-glucopyranosyl)-myo-inositol or mycothiol 1 as principal low molecular mass thiol. Chemical synthesis of a biosynthetic precursor of mycothiol, the pseudo-disaccharide

SYNTHESIS, POTENTIOMETRIC AND 31P-NMR INVESTIGATIONS OF THE IONIZATION STATE AND COMPLEXATION PROPERTIES OF INOSITOL-PHOSPHATES: BIOLOGICAL CONSEQUENCES

The synthesis and the potentiometric studies of inositol-phosphates allow, particularly for Ins(1,4,5)P3, the correlation between the ionization state of the phosphate functions and the binding properties of the inositol-phosphates.

Synthesis and Some Properties of D-myo-Inositol 1,4,5-Tris(dihydrogen phosphate)

Optically active myo-inositol 1,4,5-tris(dihydrogen phosphate) 1, which has now been recognized as a second messenger in a new intracellular signal transduction system, has been prepared starting from myo-inositol.The key step, phosphorylation of an adequately protected polyhydroxy derivative, was accomplished by three methods, among which a phosphoramidite method using a new phosphitylating agent, o-xylylene N,N-diethylphosphoramidite, gave the triphosphoric ester in quantitative yield.Optical resolution was effectively realized by derivatization into diastereoisomeric l-menthoxyacetic esters.NMR spectra and optical rotation are shown to depend on the pH of an aqueous solution of compound 1.

A Chiral Synthesis of D-myo-Inositol 1-Phosphate Starting from L-Quebrachitol

A naturally occurring optically active cyclitol, L-quebrachitol (1L-2-O-methyl-chiro-inositol), was stereoselectively transformed into myo-inositol derivatives via an oxidation-reduction process.The methyl ether was cleaved chemoselectively with AlCl3NaI