7beta-Hydroperoxycholesterol

Base Information

• Chemical Name: 7beta-Hydroperoxycholesterol
• CAS No.: 36871-91-7
• Molecular Formula: C27H46O3
• Molecular Weight: 418.66
• UNII: VL6S4E8TMJ
• Metabolomics Workbench ID: 156722
• Nikkaji Number: J648.393C
• Wikidata: Q105141844
• Mol file: 36871-91-7.mol

Synonyms:7beta-hydroperoxycholesterol;VL6S4E8TMJ;SCHEMBL1377124;36871-91-7;7.BETA.-HYDROPEROXYCHOLESTEROL;7-HYDROPEROXYCHOLESTEROL, (7BETA)-;7.BETA.-HYDROPEROXYCHOLEST-5-EN-3.BETA.-OL;(3.BETA.,7.BETA.)-7-HYDROPEROXYCHOLEST-5-EN-3-OL;CHOLEST-5-EN-3-OL, 7-HYDROPEROXY-, (3.BETA.,7.BETA.)-;(3S,7R,8S,9S,10R,13R,14S,17R)-17-((1R)-1,5-DIMETHYLHEXYL)-7-HYDROPEROXY-10,13-DIMETHYL-2,3,4,7,8,9,11,12,14,15,16,17-DODECAHYDRO-1H-CYCLOPENTA(A)PHENANTHREN-3-OL

Chemical Property of 7beta-Hydroperoxycholesterol

Chemical Property:

• Vapor Pressure: 1.22E-13mmHg at 25°C
• Boiling Point: 534.2°C at 760 mmHg
• Flash Point: 276.8°C
• Density: 1.05g/cm³
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 418.34469533
• Heavy Atom Count: 30
• Complexity: 642

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)OO)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)C)OO)C

Technology Process of 7beta-Hydroperoxycholesterol

There total 8 articles about 7beta-Hydroperoxycholesterol 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: 30.0%

tert.-butylhydroperoxide (75-91-2) + cholesterol (57-88-5) → 7-Oxocholesterol (566-28-9) + 3β-hydroxycholest-5-ene-7α-hydroperoxide (36871-91-7,75671-16-8,75671-17-9,86900-29-0,2846-29-9) + (3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol (566-26-7) + cholest-5-en-3β,7β-diol (566-27-8) + 7β-hydroperoxy-3β-hydroxycholest-5-ene (36871-91-7)

Guidance literature:

Rh₂(cap)4; In dichloromethane; at 25 ℃; for 15h;

Reference yield: 30.0%

tert.-butylhydroperoxide (75-91-2) + cholesterol (57-88-5) → 7-Oxocholesterol (566-28-9) + 3β-hydroxycholest-5-ene-7α-hydroperoxide (36871-91-7,75671-16-8,75671-17-9,86900-29-0,2846-29-9) + (3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol (566-26-7) + cholest-5-en-3β,7β-diol (566-27-8) + 7β-hydroperoxy-3β-hydroxycholest-5-ene (36871-91-7)

Guidance literature:

Rh₂(cap)4; In dichloromethane; at 25 ℃; for 15h;

Reference yield: 30.0%

cholesterol (57-88-5) → 7-Oxocholesterol (566-28-9) + 3β-hydroxycholest-5-ene-7α-hydroperoxide (36871-91-7,75671-16-8,75671-17-9,86900-29-0,2846-29-9) + (3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol (566-26-7) + cholest-5-en-3β,7β-diol (566-27-8) + 7β-hydroperoxy-3β-hydroxycholest-5-ene (36871-91-7)

Guidance literature:

With tert.-butylhydroperoxide; [Rh₂(cap)4*2CH₃CN]; In water; 1,2-dichloro-ethane; at 25 ℃; for 15h;

DOI:10.1021/jo8021132

upstream raw materials:

cholesterol

tert.-butylhydroperoxide

Downstream raw materials:

7-Oxocholesterol

(3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

7-hydroxycholesterol

C₂₇H₄₆O₂