123355-00-0

Basic information

• Product Name: 5-Cyclohexene-1,2,3,4-tetrol, tetraacetate, (1R,2S,3R,4R)-
• CAS NO: 123355-00-0
• Molecular Formula: C14H18O8
• Molecular Weight: 314.292
• Mol File: 123355-00-0.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 5-Cyclohexene-1,2,3,4-tetrol, tetraacetate, (1R,2S,3R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Cyclohexene-1,2,3,4-tetrol, tetraacetate, (1R,2S,3R,4R)-(123355-00-0)
• EPA Substance Registry System: 5-Cyclohexene-1,2,3,4-tetrol, tetraacetate, (1R,2S,3R,4R)-(123355-00-0)

Safety Data

• Hazardous Substances Data: 123355-00-0(Hazardous Substances Data)

Upstream product

• 2671-07-0 (+/-)-1r,2c,3t,4c,5t-pentaacetoxy-6t-bromo-cyclohexane 
• 108-24-7 acetic anhydride 
• 124751-80-0 (1α,2α,5β,6β)-5,6-epoxy-3-cyclohexene-1,2-diol diacetate 
• 56421-33-1 3t,4c,5c,6t-tetrachloro-cyclohexane-1r,2c-diol 
• 2671-07-0 (+/-)-1r,2c,3c,4c,5t-pentaacetoxy-6t-bromo-cyclohexane 
• 64-19-7 acetic acid 
• 64288-00-2 trans-cyclohexa-3,5-diene-1,2-diyl diacetate 
• 526-87-4 (+/-)-conduritol C 
• 17793-95-2 (1RS,2RS)-cyclohexa-3,5-diene-1,2-diol 
• 526-87-4 conduritol-E 
• 135505-67-8 endo-cis-7-oxabicyclo<2.2.1>hept-5-ene-2,3-diol diacetate 
• 127877-56-9 Acetic acid (1R,2R,5S,6R)-6-acetoxy-2,5-dihydroxy-cyclohex-3-enyl ester 
• 55990-84-6 Acetic acid (1R,2S,5R,6S)-5-acetoxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-yl ester 
• 87-89-8 D-myo-inositol 

Downstream Products

• 80226-74-0 (-)-(1R,2S,3S,4R)-1,2,3,4-tetraacetoxy-5-cyclohexene 
• 189389-04-6 (+)-(1S,2R,3R,4S)-1,2,3,4-tetraacetoxy-5-cyclohexene 
• 949887-64-3 (1R,2R,3S,6S)-6-(pivaloyloxy)cyclohex-4-ene-1,2,3-triyl triacetate 
• 220564-13-6 (1S,2S,3R,6R)-6-(pivaloyloxy)cyclohex-4-ene-1,2,3-triyl triacetate 
• 29267-04-7 hexa-O-acetyl allo-inositol 
• 20097-40-9 hexa-O-acetyl-neo-inositol 
• 20108-71-8 hexa-O-acetyl-epi-inositol 
• 220564-14-7 (-)-(1R,2R,3S,4R)-1-[(2',2'-dimethyl-4'-tertbutyldimethylsilyloxy)butanoyl]oxy-2,3,4-triacetoxy-5-cyclohexene 
• 864948-63-0 (+)-(1R,2R,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakisbenzyloxycyclohexanol 
• 950170-55-5 (+)-(1R,2S,3S,4R,5S,6R)-(2-azido-3,4,5,6-tetrakisbenzyloxy)cyclohexyl methanesulfonate 
• 949887-65-4 (+)-(1S,2R,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakisbenzyloxycyclohexanol 
• 949887-66-5 (-)-(1S,2R,3S,4R,5R,6S)-2-amino-3,4,5,6-tetrakisbenzyloxycyclohexanol 
• 6090-95-5 (+)-(1R,2R,3S,4S,5R,6S)-2,3,4,5-tetraol-7-oxabicyclo[4.1.0]heptane 
• 138258-55-6 (1S,2R,3R,4S)-1,2,3,4,tetrahydroxy-5-cyclohexene 

Relevant articles and documents

Synthesis of both enantiomers of conduritol C tetraacetate and of meso-conduritol D tetraacetate by oxidation of benzoquinone bis(ethylene acetal)

Epoxidation of p-benzoquinone bis(ethylene acetal) (1) with m-chloroperbenzoic acid or hydrogen peroxide/benzonitrile afforded corresponding monoepoxide 2, which was converted into p-benzoquinone mono(ethylene acetal) monoepoxide 5 with perchloric acid. D

Synthesis of haloconduritols from an endo-cycloadduct of furan and vinylene carbonate

A method for preparing haloconduritols having a conduritol-A construction is described. A mixture of endo- and exo-cycloadduct derivatives prepared from the Diels-Alder reaction of furan and vinylene carbonate was converted into diacetate derivatives by hydrolysis (K2CO3/MeOH) followed by acetylation (Ac2O/pyridine). Boron trihalide (BBr3 or BCl3)-assisted ring-opening of the endo-diacetate in CH2Cl2 at -78°C gave (1α,2α,3β,6β)-6-halogeno-4-cyclohexene-1,2,3-triol 1,2-diacetate from which the corresponding triacetate was prepared by acetylation (AcCl). trans-Esterification of the triacetate (MeOH/HCl) afforded (1α,2α,3β,6β)-6-halogeno-4-cyclohexene-1,2,3-triol (X=Br or Cl). BF3-Assisted ring-opening of the endo-diacetate in CH2Cl2 gave (1α,2α,3β,6β)-6-chloro-4-cyclohexene-1,2,3-triol 1,2-diacetate by means of halogen exchange.

Carbohydrate carbocyclization by a novel zinc-mediated domino reaction and ring-closing olefin metathesis

A general method for carbocyclization of carbohydrates is described using two consecutive organometallic transformations: a novel zinc-mediated domino reaction to give functionalized dienes followed by ring-closing olefin metathesis. In the first reaction