(1R,2S,3R,4R)-cyclohexane-1,2,3,4-tetrol

Base Information

• Chemical Name: (1R,2S,3R,4R)-cyclohexane-1,2,3,4-tetrol
• CAS No.: 18424-51-6
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.159
• Nikkaji Number: J82.218C

Synonyms:(?)-Dihydroconduritol C

Chemical Property of (1R,2S,3R,4R)-cyclohexane-1,2,3,4-tetrol

Chemical Property:

• XLogP3: -1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 148.07355886
• Heavy Atom Count: 10
• Complexity: 102

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(C(C(C1O)O)O)O
• Isomeric SMILES: C1C[C@H]([C@@H]([C@@H]([C@@H]1O)O)O)O

Technology Process of (1R,2S,3R,4R)-cyclohexane-1,2,3,4-tetrol

There total 79 articles about (1R,2S,3R,4R)-cyclohexane-1,2,3,4-tetrol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

cyclohexane-r-1,c-2,t-3,t-4-tetrayl tetraacetate (20021-56-1,34379-35-6,74111-16-3,114924-33-3,114924-34-4,129745-64-8,129829-62-5) → (+/-)-cyclohexane-1r,2c,3t,4t-tetraol (2975-92-0,3877-34-7,18422-12-3,18424-51-6,18424-52-7,18424-68-5,20089-18-3,28915-74-4,28948-02-9,28980-71-4,34379-36-7,78147-99-6,129829-52-3,129829-63-6,129938-05-2)

Guidance literature:

With Amberlyst A-26 (OH^(1-)); In methanol; for 1h; Ambient temperature;

DOI:10.1002/hlca.19920750408

Reference yield: 92.0%

(1R,2R,3R,4R)-1-hydroxy-2,3-di-O-isopropylidene-4-O-(t-butyldimethylsilyl)cyclohexane (139013-59-5) → (1R)-cyclohexane-1r,2c,3c,4t-tetraol (18424-51-6)

Guidance literature:

With hydrogenchloride; In water; acetone; for 8h; Ambient temperature;

Reference yield: 91.0%

(-)-(1R,2S,3R,4R)-3,4-(cyclohexylidenedioxy)-2-methoxycyclohexan-1-ol → (1R)-cyclohexane-1r,2c,3c,4t-tetraol (18424-51-6)

Guidance literature:

With boron trichloride; In dichloromethane; 1.) -78 deg C, 8 h, 2.) r.t., 16 h;

DOI:10.1039/a703073h

upstream raw materials:

d,l-(1,2,3/4)-cyclohexanetetrol

(1R,2R,3S,4R)-cyclohex-5-ene-1,2,3,4-tetrol

(1R,2R,3R,4R)-1-hydroxy-2,3-di-O-isopropylidene-4-O-(t-butyldimethylsilyl)cyclohexane

(1R,2R,3R,4R)-cyclohexane-1,2,3,4-tetrol

Downstream raw materials:

(1R)-1r,2c,3c,4t-tetrakis-benzoyloxy-cyclohexane

(1R,2R,3R,4R)-cyclohexane-1,2,3,4-tetrol

(1R)-cyclohexane-1r,2c,3t,4c-tetraol

(+/-)-1r,2c,3t,4c-tetrakis-benzoyloxy-cyclohexane

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