Conduritol A epoxide

Base Information

• Chemical Name: Conduritol A epoxide
• CAS No.: 57090-00-3
• Molecular Formula: C₆H₁₀O₅
• Molecular Weight: 162.142
• UNII: 360LC4JW0P
• Wikidata: Q27256497

Synonyms:Conduritol A epoxide;Allo-inositol, 2,3-anhydro-;UNII-360LC4JW0P;360LC4JW0P;57090-00-3;ZHMWOVGZCINIHW-XQVDCTMKSA-N;Q27256497

Chemical Property of Conduritol A epoxide

Chemical Property:

• XLogP3: -2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1(C(C(C2C(C1O)O2)O)O)O
• Isomeric SMILES: [C@H]1([C@@H]([C@H]([C@@H]2[C@H]([C@H]1O)O2)O)O)O

Technology Process of Conduritol A epoxide

There total 20 articles about Conduritol A epoxide 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: 97.0%

(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane (110550-28-2) → (+)-(1R,2R,3S,4S,5R,6S)-2,3,4,5-tetraol-7-oxabicyclo[4.1.0]heptane (6090-95-5,6705-47-1,7115-27-7,23559-36-6,33800-41-8,57090-00-3,80736-37-4,80736-38-5,101312-05-4,145107-29-5,145107-31-9,133319-97-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; at 20 ℃;

DOI:10.1016/S0008-6215(00)00192-0

Reference yield: 90.0%

(+/-)-Conduritol B (526-87-4,4782-74-5,4782-75-6,4782-76-7,4942-61-4,4942-62-5,6090-98-8,7586-48-3,25348-64-5,80338-90-5,123238-09-5,129829-50-1,129829-51-2,133319-93-4,137567-79-4,138258-55-6,139559-64-1,140923-39-3) → conduritol β-epoxide (6090-95-5,6705-47-1,7115-27-7,23559-36-6,33800-41-8,57090-00-3,80736-37-4,80736-38-5,101312-05-4,133319-97-8,145107-29-5,145107-31-9)

Guidance literature:

With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In methanol; for 12h; Heating;

DOI:10.1016/0008-6215(85)85015-1

Reference yield: 88.0%

(1S,2R,3R,4S)-1,2,3,4,tetrahydroxy-5-cyclohexene (138258-55-6) → (+)-(1R,2R,3S,4S,5R,6S)-2,3,4,5-tetraol-7-oxabicyclo[4.1.0]heptane (6090-95-5,6705-47-1,7115-27-7,23559-36-6,33800-41-8,57090-00-3,80736-37-4,80736-38-5,101312-05-4,145107-29-5,145107-31-9,133319-97-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In methanol; at 20 ℃;

DOI:10.1016/j.carres.2007.04.024

upstream raw materials:

conduritol-E

(+/-)-Conduritol B

1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-acetyl-sn-myo-inositol

(+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol

Downstream raw materials:

DL-O¹,O²,O³,O⁵,O⁶-pentaacetyl-O⁴-methyl-chiro-inositol

neo-inositol

hexa-O-acetyl-neo-inositol

hexa-O-acetyl allo-inositol

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