Conduritol b epoxide

Base Information

• Chemical Name: Conduritol b epoxide
• CAS No.: 6090-95-5
• Deprecated CAS: 11000-80-9
• Molecular Formula: C₆H₁₀O₅
• Molecular Weight: 162.142
• Hs Code.: 2932990090
• European Community (EC) Number: 640-236-7
• UNII: NHM754Q310
• DSSTox Substance ID: DTXSID1044069,DTXSID501046066
• Nikkaji Number: J637.027F
• Wikidata: Q27135706
• Metabolomics Workbench ID: 49883
• ChEMBL ID: CHEMBL291020
• Mol file: 6090-95-5.mol

Synonyms:conduritol B epoxide;conduritol B-epoxide;conduritol C epoxide;conduritol epoxide

Chemical Property of Conduritol b epoxide

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 157-159 °C
• Refractive Index: 1.732
• Boiling Point: 360.478 °C at 760 mmHg
• PKA: 13.08±0.70(Predicted)
• Flash Point: 171.811 °C
• PSA: 93.45000
• Density: 1.926 g/cm³
• LogP: -2.78900
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Water (up to 25 mg/ml) or in DMSO
• 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:

98%,99%, ^*data from raw suppliers

Conduritol B epoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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
• Description: Conduritol B epoxide (6090-95-5) is a β-Glycosidase inhibitor.1,2 May be used for generation of the “Gaucher mouse”3 and the in vitro model of the Gaucher cell4.
• Uses: Conduritol B Epoxide acts on b-glucosidases from widely differing sources to show a loss of enzymic activity: from various Aspergillus species, yeast, snail, sweet almonds, and mammals. The other enzymes that have been found to be covalently inhibited are a- glucosidase from yeast and the sucrase-isomaltase complex from rabbit small intestine. inhibitor of glucosidases

Technology Process of Conduritol b epoxide

There total 20 articles about Conduritol b 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:

(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

(1S,2R,3S,4R,5R,6S)-N-(2,3,4,5,6-pentakis-benzyloxycyclohexyl)octanamide

Refernces

• 1、 Serrano, Pedro,Llebaria, Amadeu,Delgado, Antonio. "Regio- and stereoselective synthesis of aminoinositols and 1,2-diaminoinositols from conduritol B epoxide". . p. 7829 - 7840. Retrieved 2007/10/03.
• 2、 Jaramillo, Carlos,Pradilla, Roberto Fernandez de la,Martin-Lomas, Manuel. "Synthesis of 1D-1,2-anhydro-myo-inositol". . p. 296 - 298. Retrieved 2007/10/02.