Conduritol A

Base Information

• Chemical Name: Conduritol A
• CAS No.: 526-87-4
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Hs Code.: 2902110000
• UNII: QL4Q1FZ32P
• DSSTox Substance ID: DTXSID90894915
• Nikkaji Number: J82.130F
• Wikidata: Q105156323
• Metabolomics Workbench ID: 64986
• ChEMBL ID: CHEMBL308805
• Mol file: 526-87-4.mol

Synonyms:5-cyclohexene-1,2,3,4-tetrol;conduritol A;conduritol B;conduritol B, (1alpha,2alpha,3alpha,4beta)-isomer;conduritol B, (1alpha,2beta,3beta,4alpha)-isomer;conduritol B, (1R-(1alpha,2alpha,3beta,4alpha))-isomer;conduritol C

Chemical Property of Conduritol A

Chemical Property:

• Vapor Pressure: 0.000409mmHg at 25°C
• Melting Point: 142-143 °C
• Refractive Index: 1.693
• Boiling Point: 281.9 °C at 760 mmHg
• PKA: 13.32±0.70(Predicted)
• Flash Point: 141.3 °C
• PSA: 80.92000
• Density: 1.666 g/cm³
• LogP: -2.00020
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%Min ^*data from raw suppliers

Conduritol A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(C(C(C1O)O)O)O
• Isomeric SMILES: C1=C[C@@H]([C@H]([C@H]([C@@H]1O)O)O)O
• Uses: Conduritol A (cas# 526-87-4) is a compound useful in organic synthesis.

Technology Process of Conduritol A

There total 154 articles about Conduritol A 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%

1,2,3,4-tetrahydroxy-1β,2α,3α,4β,4aβ,9α,9aβ,10α-hexahydro-9,10<1',2'>benzenoanthracene (125459-20-3) → anthracene (120-12-7) + conduritol A (526-87-4,351885-26-2)

Guidance literature:

at 460 ℃; for 0.5h; under 0.1 Torr;

Reference yield: 100.0%

C12H18O4 (1360452-45-4) → (1R,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol (526-87-4,4782-74-5,4782-75-6,4782-76-7,4942-61-4,4942-62-5,6090-98-8,7586-48-3,25348-64-5,80338-90-5,123238-09-5,129829-51-2,133319-93-4,137567-79-4,138258-55-6,139559-64-1,140923-39-3,129829-50-1)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2012.01.007

Reference yield: 100.0%

(1S,4R,5S,6R)-4,5,6-Tris-methoxymethoxy-cyclohex-2-enol (184886-36-0) → conduritol A (526-87-4,351885-26-2)

Guidance literature:

With hydrogenchloride; methanol;

DOI:10.1039/a905462f

upstream raw materials:

(1R,2R,3S,6S)-7-Oxa-bicyclo[4.1.0]hept-4-ene-2,3-diol

(1S,4R,5R,6S)-2,3-Dioxa-bicyclo[2.2.2]oct-7-ene-5,6-diol

1,2,3,4-tetrahydroxy-1β,2α,3α,4β,4aβ,9α,9aβ,10α-hexahydro-9,10<1',2'>benzenoanthracene

(3aR,4S,7R,7aS)-4,7-Bis-benzyloxymethoxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole

Downstream raw materials:

cyclohexanetetrol-(1r,2t,3t,4c)

conduritol A terabenzoate

(+/-)-1L-cyclohexane-1,3/2,4-tetrol

conduritol A tetraacetate

Refernces

• 1、 Heo, Jung-Nyoung,Holson, Edward B,Roush, William R. "Common-intermediate strategy for synthesis of conduritols and inositols via beta-hydroxy cyclohexenylsilanes.". . p. 1697 - 1700. Retrieved 2007/10/03.
• 2、 Donohoe, Timothy J.,Blades, Kevin,Moore, Peter R.,Waring, Michael J.,Winter, Jon J. G.,Helliwell, Madeleine,Newcombe, Nicholas J.,Stemp, Geoffrey. "Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA". . p. 7946 - 7956. Retrieved 2007/10/03.