38876-99-2

Basic information

• Product Name: cyclohexane-1,2,3,4,5,6-hexol
• Synonyms: DL-chiro-Inositol
• CAS NO: 38876-99-2
• Molecular Formula: C6H12 O6
• Molecular Weight: 180.158
• Mol File: 38876-99-2.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: cyclohexane-1,2,3,4,5,6-hexol(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexane-1,2,3,4,5,6-hexol(38876-99-2)
• EPA Substance Registry System: cyclohexane-1,2,3,4,5,6-hexol(38876-99-2)

Safety Data

• Hazardous Substances Data: 38876-99-2(Hazardous Substances Data)

Upstream product

• 7664-93-9 sulfuric acid 
• 145107-29-5 (+)-Conduritol E epoxide 
• 75919-47-0 2C₃₃H₆₃N₁₁O₁₅*5H₂O₄S*10H₂O 
• 75933-28-7 C₃₉H₇₅N₁₃O₁₆*3H₂O₄S*6H₂O 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-D-chiro-inositol 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-D-myo-inositol 
• 129094-32-2 1,2;4,5-Di-O-cyclohexylidene-3-O-trifluoromethanesulfonyl-myo-inositol 
• 34361-60-9 1,2:4,5-dicyclohexylidene-myo-inositol 
• 215026-34-9 (1S,3S,4S,6R,7S,8R,9R,10R)-3,4-diphenyl-2,5-dioxabicyclo-[4,4,0]decane-7,8,9,10-tetrol 
• 149820-68-8 1,2-O-isopropylidene-D-chiro-inositol 
• 79391-04-1 O-α-D-galactopyranosyl-(1->2)-D-chiroinositol 
• 34361-60-9 1,2;4,5-Di-O-cyclohexylidene-D-chiro-inositol 
• 130669-73-7 (1S,2R,3R,4S,5R,6S)-2,3-dihydroxy-4,5-di-O-isopropylidene-7-oxabicyclo<4.1.0>heptane 
• 6090-97-7 (1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol 

Downstream Products

• 56816-02-5 1D-myo-inosose-3 
• 488-66-4 (2R)-2r,3c,4t,5c,6t-pentahydroxy-cyclohexanone 
• 227196-07-8 L-2,5-di-O-benzyl-chiro-inositol 
• 87-73-0 D-glucaric acid 
• 526-99-8 meso-galactaric acid 
• 627885-95-4 1,4,5,6-tetra-O-benzoyl-2,3-O-(tetraisopropyldisiloxane-1',3'-diyl)-L-chiro-inositol 
• 161596-95-8 (1S,2S,3S,4S)-5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetraol 
• 136463-13-3 1L-1,4,6-tri-O-benzoyl-chiro-inositol 2,3,5-tris(diethyl phosphate) 
• 136521-85-2 (-)-1L-1,4,6-tri-O-benzoyl-2,3,5-tri-O-benzyl-chiro-inositol 
• 136521-86-3 (-)-1L-1,4,6-tri-O-benzoyl-chiro-inositol 
• 136521-83-0 L-chiro-inositol-2,3,5-trisphosphate 
• 317810-29-0 1L-1,6-di-O-allyl-2,3,4,5-tetra-O-benzyl-chiro-inositol 
• 316806-88-9 1L-2,3,4,5-tetra-O-benzyl-chiro-inositol 
• 317810-28-9 1L-1,6-di-O-allyl-chiro-inositol 

Relevant articles and documents

METHODS OF SYNTHESIS OF SCYLLITOL AND RELATED COMPOUNDS

Methods of synthesis of scyllitol diborate and related compounds are provided, including methods that are performed in all-aqueous solutions. Also provided are methods in which the reaction products are recycled to increase the efficiency of the process. The methods include the steps of conversion of a solution of inositol to scyllitol, conversion of scyllitol in the solution to scyllitol diborate, and isolation of the scyllitol diborate from the solution. The scyllitol diborate is reacted to form substantially pure scyllitol diborate, and the remaining solution is efficiently recycled to scyllitol diborate, then to additional substantially pure scyllitol. This scyllitol diborate recycling step can be applied to a variety of processes to improve the yield of scyllitol. The methods are highly efficient and result in large scale reaction products of high purity.

Simple and Efficient Routes to Optically Active chiro- and allo-Inositol Derivatives from myo-Inositol

Efficient routes for the gram scale syntheses of optically active chiro- and allo-inositol derivatives from readily available 1,2:4,5-di-O- isopropylidene-myo-inositol (1) are described. Both D and L forms of these isomeric inositols could be synthesized from enantiomers of 1. One-pot methodology for the simultaneous synthesis of both chiro and allo has also been developed. The possible selectivity for the cleavage of trans-ketal in presence of the cis is an added advantage for the syntheses of a variety of protected derivatives for phosphoinositol syntheses. These routes provide synthetically flexible 1,2:4,5-di-O-isopropylidene-chiro-inositol and 1,6:3,4-di-O- isopropylidene-allo-inositol which are difficult to achieve otherwise.

Stereo- and regiospecificity of yeast phytases-chemical synthesis and enzymatic conversion of the substrate analogues neo- and L-chiro-inositol hexakisphosphate

Phytases are enzymes that catalyze the hydrolysis of phosphate esters in myo-inositol hexakisphosphate (phytic acid). The precise routes of enzymatic dephosphorylation by phytases of the yeast strains Saccharomyces cerevisiae and Pichia rhodanensis have been investigated up to the myo-inositol trisphosphate level, including the absolute configuration of the intermediates. Stereoselective assignment of the myo-inositol pentakisphosphates (D-myo-inositol 1,2,4,5,6-pentakisphosphate and D-myo-inositol 1,2,3,4,5-pentakisphosphate) generated was accomplished by a new method based on enantiospecific enzymatic conversion and HPLC analysis. Via conduritol B or E derivatives the total syntheses of two epimers of myo-inositol hexakisphosphate, neo-inositol hexakisphosphate and L-chiro-inositol hexakisphosphate were performed to examine the specificity of the yeast phytases with these substrate analogues. A comparison of kinetic data and the degradation pathways determined gave the first hints about the molecular recognition of inositol hexakisphosphates by the enzymes. Exploitation of the high stereo- and regiospecificity observed in the dephosphorylation of neo- and L-chiro-inositol hexakisphosphate made it possible to establish enzyme-assisted steps for the synthesis of D-neo-inositol 1,2,5,6-tetrakisphosphate, L-chiro-inositol 1,2,3,5,6-pentakisphosphate and L-chiro-inositol 1,2,3,6-tetrakisphosphate.