6261-35-4

Basic information

• Product Name: (1S*,2S*,4S*,5S*)-cyclohexane-1,2,4,5-tetraol
• Synonyms: (1S*,2S*,4S*,5S*)-cyclohexane-1,2,4,5-tetraol
• CAS NO: 6261-35-4
• Molecular Weight: 148.159
• Mol File: 6261-35-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (1S*,2S*,4S*,5S*)-cyclohexane-1,2,4,5-tetraol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S*,2S*,4S*,5S*)-cyclohexane-1,2,4,5-tetraol(6261-35-4)
• EPA Substance Registry System: (1S*,2S*,4S*,5S*)-cyclohexane-1,2,4,5-tetraol(6261-35-4)

Safety Data

• Hazardous Substances Data: 6261-35-4(Hazardous Substances Data)

Upstream product

• 1165952-92-0 cyclohexa-1,4-diene 
• 406682-04-0 cis-cyclohex-4-ene-1,2-diol 
• 97949-68-3 (1S,3R,4S,6R)-7-Oxa-bicyclo[4.1.0]heptane-3,4-diol 
• 6261-00-3 (+/-)-1r,2t,4c,5t-tetrakis-benzoyloxy-cyclohexane 
• 285-52-9 1,4-cyclohexadiene diepoxide 
• 285-52-9 cis-4,8-dioxa-tricyclo[5.1.0.0^3,5]octane 

Downstream Products

• 6261-00-3 (+/-)-1r,2t,4c,5t-tetrakis-benzoyloxy-cyclohexane 
• 120-12-7 anthracene 
• 6261-46-7 (+/-)-1r,2t,4c,5t-tetraacetoxy-cyclohexane 

Relevant articles and documents

Benzannulation via ruthenium-catalyzed diol-diene [4+2] cycloaddition: One- and two-directional syntheses of fluoranthenes and acenes

A new benzannulation protocol is described and applied to the synthesis of polycyclic aromatic hydrocarbons. Ruthenium(0)-catalyzed diol-diene [4+2] cycloaddition delivers cyclohex-1-ene-4,5-diols, which are subject to aromatization upon dehydration or Nicholas diol deoxydehydration. Employing diol and tetraol reactants, benzannulation can be conducted efficiently in one- and two-directional modes, respectively, as illustrated in the construction of substituted fluoranthenes and acenes.

Ring opening of epoxides with NaHSO4: isolation of β-hydroxy sulfate esters and an effective synthesis for trans-diols

Sodium hydrogen sulfate (NaHSO4) was observed to be highly effective as a reagent or catalyst in the ring-opening reactions of epoxides under mild conditions. Reaction of epoxides with NaHSO4 gave isolable β-hydroxy sulfate esters and vicinal diols. Experimenting with different epoxides, the study investigated the scope of the ring-opening reaction.

Scope of the directed dihydroxylation: Application to cyclic homoallylic alcohols and trihaloacetamides

The synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in all cases examined, trifluoroacetamides were found to be superior to trichloroacetamides as directing groups and an argument is presented which rationalises this observation.