18685-70-6

Basic information

• Product Name: chiro-inositol
• Synonyms: chiro-inositol
• CAS NO: 18685-70-6
• Molecular Weight: 180.158
• Mol File: 18685-70-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: chiro-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: chiro-inositol(18685-70-6)
• EPA Substance Registry System: chiro-inositol(18685-70-6)

Safety Data

• Hazardous Substances Data: 18685-70-6(Hazardous Substances Data)

Upstream product

• 34361-60-9 1,2;4,5-Di-O-cyclohexylidene-D-chiro-inositol 
• 86992-79-2 (1S,2S)-3-Chloro-cyclohexa-3,5-diene-1,2-diol 
• 148132-87-0 (1R,2S,3S,4R,5S,6S)-1-Bromo-3,4-dihydroxy-5,6-di-O-isopropylidene-1,2-epoxycyclohexane 
• 87-89-8 D-myo-inositol 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 642-38-6 quebrachitol 
• 608-80-0 benzenehexol 
• 7732-18-5 water 
• 50473-95-5 1,2:4,5-Dianhydro-muco-inosit 
• 50473-98-8 1,2:4,5-Dianhydro-epi-inositol 
• 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 

Downstream Products

• 551-72-4 inositol 
• 488-66-4 (2R)-2r,3c,4t,5c,6t-pentahydroxy-cyclohexanone 
• 1254-38-2 chiro-inositol hexaacetate 
• 4099-90-5 myo-inositol hexabenzoate 
• 4099-90-5 hexa-O-benzoyl-asymm.-inositol 
• 849670-29-7 hexa-O-benzoyl-myo-inositol 

Relevant articles and documents

Transformation of cyclohexene to enantiopure cyclitols mediated by sequential oxyselenenylation with (S,S)-hydrobenzoin: Synthesis of D-chiro-inositol and muco-quercitol

Oxyselenenylation of cyclohexene with (S,S)-hydrobenzoin and subsequent oxidation-elimination allows isolation of an allylic ether in which further phenylselenenylation is completely regioselective, thus allowing entry to the cyclitols D-chiro-inositol and muco-quercitol.

General Synthesis of Inositols by Hydrolysis of Conduritol Epoxides Obtained Biocatalytically from Halogenobenzenes: (+)-D-chiro-Inositol, allo-Inositol, muco-Inositol and neo-Inositol

Four of the nine isomeric inositols have been prepared by hydrolytic opening of epoxides derived from 3-halogenocyclohexa-3,5-diene-1,2-diol by further oxidation with potassium permanganate or by reduction of chiro-3-inosose (2L-2,3,6/4,5-pentahydroxycyclohexanone).

GLYCOSYL-INOSITOL DERIVATIVES III. SYNTHESIS OF HEXOSAMINE-INOSITOL-PHOSPHATES RELATED TO PUTATIVE INSULIN MEDIATORS

The disaccharides related to glycosyl phosphatidyl inositol anchors of membrane proteins, 4-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol-1-phosphate and 4-O-(2-amino-2-deoxy-α-D-galactopyranosyl)-D-chiro-inositol-1-phosphate, have been prepared from optically resolved myo-inositol derivatives.The chiro-inositol moiety was obtained by epimerization of a selectively blocked myo-inositol-triflate ester.The resolved inositols were subsequently phosphorylated to yield the disaccharide aglycones.The amino-sugar components were prepared by azidonitration of suitably protected glucal and galactal derivatives.The derived pyranosyl chlorides were then condensed with the inositol phosphates using silver triflate as the promoter.