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(±)-1,2:3,4-di-O-cyclohexylidene-myo-inositol is a complex organic compound with the molecular formula C18H26O6. It is a derivative of myo-inositol, a naturally occurring cyclohexanehexol, which plays a crucial role in various biological processes. The compound is characterized by the presence of two cyclohexylidene groups at the 1,2 and 3,4 positions, which are formed by the reaction of myo-inositol with cyclohexanone. This modification enhances the stability and reactivity of the molecule, making it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals. The compound is typically synthesized through a multi-step process involving protection, cyclization, and deprotection steps, and is used as a chiral building block in the preparation of enantiomerically pure compounds.

6763-49-1

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6763-49-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6763-49-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,7,6 and 3 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 6763-49:
(6*6)+(5*7)+(4*6)+(3*3)+(2*4)+(1*9)=121
121 % 10 = 1
So 6763-49-1 is a valid CAS Registry Number.

6763-49-1Relevant academic research and scientific papers

Synthesis of (+/-) Myo-Inositol-1-O-Methylphosphonate-4,5-Bis(phosphate), an Analogue of D-Myo-Inositol-1,4,5-Tris(phosphate).

Schmitt, Laurent,Spiess, Bernard,Schlewer, Gilbert

, p. 7059 - 7060 (1993)

The synthesis of (+/-) myo-inositol-1-O-methylphosphonate-4,5-bis(phosphate) is reported.This compound is analogue of D-myo-inositol-1,4,5-tris(phosphate) in which the phosphate group in position 1 is replaced by a methyl phosphonate function and where the important vicinal phosphate groups in positions 4 and 5 are preserved.

Synthesis of substrate analogues as potential inhibitors for Mycobacterium tuberculosis enzyme MshC

Patel, Krishnakant,Song, Fengling,Andreana, Peter R.

, p. 10 - 18 (2017/11/07)

Mycothiol cysteine ligase (MshC) is a key enzyme in the mycothiol (MSH) biosynthesis and a promising target for developing new anti-mycobacterial compounds. Herein, we report on the synthesis of substrate analogues, as potential inhibitors, for the MshC e

H2SO4-silica: An eco-friendly heterogeneous catalyst for the differential protection of myo-inositol hydroxyl groups

Vibhute, Amol M.,Sureshan, Kana M.

, p. 7321 - 7329 (2013/07/05)

There is enormous interest in myo-inositol derivatives as they serve as precursors for the synthesis of several biologically important phosphoinositols, natural products, catalyst, supramolecular architectures etc. However the presence of six secondary hy

Synthesis of high-performance polyurethanes with rigid 5-6-5-fused ring system in the main chain from naturally occurring myo-inositol

Sudo, Atsushi,Shibata, Yoshiya,Miyamoto, Ayano

, p. 3956 - 3963 (2013/09/02)

A bisketal of myo-inositol was used as a diol-type monomer for synthesis of polyurethanes. The monomer was obtained by treatment of myo-inositol with 1,1-dimethoxycyclohexane in the presence of p-toluenesulfonic acid as a catalyst. The ketalization resulted in the formation of a 5-6-5-fused ring system, which endowed the diol-type monomer with high rigidity. The diol readily reacted with diisocyanate to give the corresponding polyurethane, which exhibited excellent heat resistance due to the rigid 5-6-5 system in the main chain. Copyright

Synthesis of a glycosylphosphatidylinositol anchor bearing unsaturated lipid chains

Swarts, Benjamin M.,Guo, Zhongwu

scheme or table, p. 6648 - 6650 (2010/07/04)

A GPI anchor bearing unsaturated fatty acid lipid chains (1) was synthesized by a highly convergent strategy employing the para-methoxybenzyl group for permanent hydroxyl protection. The final global deprotection was achieved by an efficient three-step, one-pot procedure to give an 81% isolated yield of the target structure.

First Total Synthesis of Mycothiol and Mycothiol Disulfide

Lee, Sungwon,Rosazza, John P. N.

, p. 365 - 368 (2007/10/03)

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

Mereyala, Hari Babu,Pannala, Madhavi

, p. 2121 - 2124 (2007/10/02)

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.

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

Ozaki, Shoichiro,Kondo, Yoshihisa,Shiotani, Naokazu,Ogasawara, Tomio,Watanabe, Yutaka

, p. 729 - 738 (2007/10/02)

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.

THE TOTAL SYNTHESIS OF myo-INOSITOL POLYPHOSPHATES

Vacca, Joseph P.,deSolms, S. Jane,Huff, Joel R.,Billington, David C.,Baker, Raymond,et al.

, p. 5679 - 5702 (2007/10/02)

Total synthesis of the individual enentiomers of myo-inositol 4-phosphate (15), myo-inositol 1,4-biphosphate (2) and myo-inositol 1,4,5-triphosphate (1), together with syntheses of racemic myo-inositol 1,3,4-triphosphate (4) and myo-inositol 2,4,5-triphos

Synthesis of Optically Active myo-Inositol 1,3,4-Triphosphate

Ozaki, Shoichiro,Kohno, Masayasu,Nakahira, Hiroyuki,Bunya, Motonobu,Watanabe, Yutaka

, p. 77 - 80 (2007/10/02)

Synthesis of optically active myo-inositol 1,3,4-triphosphate has been accomplished.Efficiency of a chiral HPLC column for optical resolution of myo-inositols is shown.

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