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

• 642-38-6 quebrachitol 
• 488-66-4 (2R)-2r,3c,4t,5c,6t-pentahydroxy-cyclohexanone 
• 7732-18-5 water 
• 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 
• 129115-29-3 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-3-O-trifluoromethanesulfonyl-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 
• 34361-60-9 1,2;4,5-Di-O-cyclohexylidene-D-chiro-inositol 
• 6090-97-7 (1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-L-chiro-inositol 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-L-myo-inositol 
• 129115-29-3 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-3-O-trifluoromethanesulfonyl-L-myo-inositol 
• 171916-76-0 C₂₃H₂₆O₈ 

Downstream Products

• 551-72-4 inositol 
• 83-86-3 phosphoric acid mono-(2,3,4,5,6-pentakis-phosphonooxy-cyclohexyl) ester 
• 64753-75-9 (3S)-3r,4t,5c,6t-tetrahydroxy-cyclohexane-1,2-dione 
• 56816-02-5 1D-myo-inosose-3 
• 1402284-11-0 α-D-glucopyranosyl-(1→5)-5L-chiro-inositol 
• 161596-95-8 (1S,2S,3S,4S)-5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetraol 
• 78147-99-6 (-)-1L-Cyclohexane-1,3/2,4-tetrol 
• 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.

Stereoselective synthesis of myo-, neo-, L-chiro, D-chiro, allo-, scyllo-, and epi-inositol systems via conduritols prepared from p-benzoquinone

A practical route is described for the flexible preparation of a wide variety of inositol stereoisomers and their polyphosphates. The potential of this approach is demonstrated by the synthesis of myo-, L-chiro-, D-chiro-, epi-, scyllo-, allo-, and neo-inositol systems. Optically pure compounds in either enantiomeric form can be prepared from p-benzoquinone via enzymatic resolution of a derived conduritol B key intermediate. High-performance anion-exchange chromatography with pulsed amperometric detection permits inositol stereoisomers to be resolved and detected with high sensitivity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.