78147-99-6

Basic information

• Product Name: (-)-1L-Cyclohexane-1,3/2,4-tetrol
• Synonyms: (-)-1L-Cyclohexane-1,3/2,4-tetrol
• CAS NO: 78147-99-6
• Molecular Weight: 148.159
• Mol File: 78147-99-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (-)-1L-Cyclohexane-1,3/2,4-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-1L-Cyclohexane-1,3/2,4-tetrol(78147-99-6)
• EPA Substance Registry System: (-)-1L-Cyclohexane-1,3/2,4-tetrol(78147-99-6)

Safety Data

• Hazardous Substances Data: 78147-99-6(Hazardous Substances Data)

Upstream product

• 39597-90-5 anti-3,6,7-trioxatricyclo<3.2.2.0^2,4>non-8-ene 
• 7732-18-5 water 
• 1165952-91-9 cyclohexa-1,3-diene 
• 931-71-5 cis-1,4-cyclohexanediol 
• 114838-43-6 (1RS,5RS,6RS)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-one 
• 114838-43-6 trans-2,3-epoxy-4-hydroxycyclohexan-1-one 
• 114838-41-4 (1S,2R,5R,6R)-7-Oxa-bicyclo[4.1.0]heptane-2,5-diol 
• 42086-53-3 trans-3,6-dibromocyclohexene 
• 20089-20-7 (+/-)-trans-1,2-Dihydroxy-3-cyclohexene 
• 26151-25-7 (+/-)-Penta-O-acetyl-1/2,3,4-cyclohexen-5,-1,2,3,4,5-pentol 
• 41513-32-0 trans-2-cyclohexene-1,4-diol 
• 526-87-4 (+/-)-conduritol C 
• 4381-96-8 (+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol 
• 2975-92-0 (1R,4R)-Cyclohexane-1,2,3,4-tetraol 

Downstream Products

• 2975-92-0 (1R,2R,3R,4R)-cyclohexane-1,2,3,4-tetrol 
• 18422-12-3 (1R)-cyclohexane-1r,2c,3t,4c-tetraol 
• 18424-51-6 (1R)-cyclohexane-1r,2c,3c,4t-tetraol 
• 2975-92-0 (+/-)-cyclohexane-1r,2c,3t,4t-tetraol 
• 2975-92-0 (+/-)-1L-cyclohexane-1,3/2,4-tetrol 
• 20021-56-1 DL-(1,3/2,4)-1,2,3,4-Tetra-O-acetylcyclohexanetetrol 
• 20021-56-1 cyclohexane-r-1,c-2,t-3,t-4-tetrayl tetraacetate 
• 20021-56-1 (+/-)-1D-tetra-O-acetylcyclohexane-1,2,4/3-tetrol 
• 18422-07-6 (+/-)-1r,2c,3c,4t-tetrakis-benzoyloxy-cyclohexane 
• 18422-07-6 (+/-)-1r.2t.3c.4t-tetrabenzoyloxy-cyclohexane 
• 18422-07-6 (+/-)-1r,2c,3t,4c-tetrakis-benzoyloxy-cyclohexane 
• 18422-07-6 (1R)-1r,2t,3c,4t-tetrakis-benzoyloxy-cyclohexane 

Relevant articles and documents

Dihydroxylation of polyenes using Narasaka's modification of the upjohn procedure

Dihydroxylation of a variety of commercially available polyenes has been investigated using phenylboronic acid, .ZV-methylmorpholine Af-oxide (NMO), and osmium tetroxide in anhydrous solvent. The diastereoselectivity of multiple oxidation steps is in some cases affected by the in situ protection of the intermediate ene-diols as phenyboronic esters, affording polyols not available from the standard Upjohn dihydroxylation procedure. A convenient oxidative deprotection of the phenylboronic esters is also described.

Catalytic One-Pot Osmylation of Cyclohexadienes: Stereochemical and Conformational Studies of the Resulting Polyols

Catalytic double osmylation is described for a series of cyclohexadienes in acetone/H2O in the presence of the co-oxidant N-methylmorpholine N-oxide (NMO).The formation of polyols occurred stereospecifically with cyclohexadienes 3, 7, and 11a, leading thereby to tetrols 5a, and 9a and to allo-inositol (14a), respectively.To the contrary, trans-cyclohexadiene-diol 15a gave a mixture of the stereoisomeric inositols 18a (epi), 19a (neo), and 20a (chiro).High-field NMR let to clearcut conformational analyses of the polyhydroxylated derivatives.

A New and Stereospecific Synthesis of Cyclitols: (1,2,4/3)-, (1,2/3,4)-, and (1,3/2,4)-Cyclohexanetetrols

A new and stereospecific synthesis of (1,2,4/3)-, (1,2/3,4)-, and (1,3/2,4)-cyclohexanetetrols 3a, 4a, and 6a is described.Syn and anti epoxy endoperoxides 9 and 10 were synthesized by epoxidation of endoperoxide 8 with m-chloroperbenzoic acid.Catalytic r