1,2-Propanediol, 3-((6-ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo(a,e)cycloocten-2-yl)oxy)-

Base Information

• Chemical Name: 1,2-Propanediol, 3-((6-ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo(a,e)cycloocten-2-yl)oxy)-
• CAS No.: 85850-95-9
• Molecular Formula: C₂₇H₂₈O₄
• Molecular Weight: 416.517
• UNII: R8IB14R1WL
• Nikkaji Number: J64.287H
• ChEMBL ID: CHEMBL275825
• Mol file: 85850-95-9.mol

Synonyms:BRN 5641230;R8IB14R1WL;85850-95-9;UNII-R8IB14R1WL;1,2-Propanediol, 3-((6-ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo(a,e)cycloocten-2-yl)oxy)-;3-((6-Ethyl-11,12-dihydro-5-(4-hydroxyphenyl)dibenzo(a,E)cycloocten-2-yl)oxy)-1,2-propanediol;CHEMBL275825;C27H28O4;LS-120415;3-[[6-Ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo[a,e]cycloocten-2-yl]oxy]-1,2-propanediol

Chemical Property of 1,2-Propanediol, 3-((6-ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo(a,e)cycloocten-2-yl)oxy)-

Chemical Property:

• Vapor Pressure: 5.77E-17mmHg at 25°C
• Boiling Point: 634.4°Cat760mmHg
• Flash Point: 337.5°C
• PSA: 69.92000
• Density: 1.212g/cm³
• LogP: 4.59190
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 416.19875937
• Heavy Atom Count: 31
• Complexity: 594

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C2=C(CCC3=CC=CC=C31)C=C(C=C2)OCC(CO)O)C4=CC=C(C=C4)O
• Isomeric SMILES: CC/C/1=C(/C2=C(CCC3=CC=CC=C31)C=C(C=C2)OCC(CO)O)\C4=CC=C(C=C4)O

Technology Process of 1,2-Propanediol, 3-((6-ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo(a,e)cycloocten-2-yl)oxy)-

There total 12 articles about 1,2-Propanediol, 3-((6-ethyl-5-(p-hydroxyphenyl)-11,12-dihydrodibenzo(a,e)cycloocten-2-yl)oxy)- 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:

4-(tetrahydropyran-2'-yloxy)-1-bromobenzene (36603-49-3) → 3-[(Z)-6-Ethyl-5-(4-hydroxy-phenyl)-11,12-dihydro-dibenzo[a,e]cycloocten-2-yloxy]-propane-1,2-diol (85850-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuLi / 1.) THF, -70 deg C, 1 h, 2.) THF, RT, 18 h

2: conc. HCl / ethanol / 1 h / Heating

3: 1.) OsO₄, 2.) H₂S / 1.) THF, RT, 18 h

With hydrogenchloride; osmium(VIII) oxide; n-butyllithium; hydrogen sulfide; In ethanol;

DOI:10.1021/jm00362a009

Reference yield:

2-<2-(3-methoxyphenyl)ethyl>benzoic acid (17910-71-3) → 3-[(Z)-6-Ethyl-5-(4-hydroxy-phenyl)-11,12-dihydro-dibenzo[a,e]cycloocten-2-yloxy]-propane-1,2-diol (85850-95-9)

Guidance literature:

Multi-step reaction with 11 steps

1: LiAlH₄ / diethyl ether; tetrahydrofuran / 4 h / Heating

2: thionyl chloride / toluene / 1 h / 80 °C

3: ethanol; H₂O / 12 h / Heating

4: aq. KOH / ethanol / 3 h / Heating

5: 1.) LDA / 1.) hexane, THF, -70 deg C, 1.5 h, 2.) hexane, THF, from -70 deg C to RT

6: 55 percent / P₂O₅, MeSO₃H / 1 h / Ambient temperature

7: 90 percent / pyridine hydrochloride / 0.5 h / 210 °C

8: 93 percent / K₂CO₃ / acetone / 3 h / Heating

9: 1.) BuLi / 1.) THF, -70 deg C, 1 h, 2.) THF, RT, 18 h

10: conc. HCl / ethanol / 1 h / Heating

11: 1.) OsO₄, 2.) H₂S / 1.) THF, RT, 18 h

With hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; methanesulfonic acid; hydrogen sulfide; pyridine hydrochloride; phosphorus pentoxide; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; water; acetone; toluene;

DOI:10.1021/jm00362a009

Reference yield:

C16H17ClO → 3-[(Z)-6-Ethyl-5-(4-hydroxy-phenyl)-11,12-dihydro-dibenzo[a,e]cycloocten-2-yloxy]-propane-1,2-diol (85850-95-9)

Guidance literature:

Multi-step reaction with 9 steps

1: ethanol; H₂O / 12 h / Heating

2: aq. KOH / ethanol / 3 h / Heating

3: 1.) LDA / 1.) hexane, THF, -70 deg C, 1.5 h, 2.) hexane, THF, from -70 deg C to RT

4: 55 percent / P₂O₅, MeSO₃H / 1 h / Ambient temperature

5: 90 percent / pyridine hydrochloride / 0.5 h / 210 °C

6: 93 percent / K₂CO₃ / acetone / 3 h / Heating

7: 1.) BuLi / 1.) THF, -70 deg C, 1 h, 2.) THF, RT, 18 h

8: conc. HCl / ethanol / 1 h / Heating

9: 1.) OsO₄, 2.) H₂S / 1.) THF, RT, 18 h

With hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; n-butyllithium; methanesulfonic acid; hydrogen sulfide; pyridine hydrochloride; phosphorus pentoxide; potassium carbonate; lithium diisopropyl amide; In ethanol; water; acetone;

DOI:10.1021/jm00362a009

upstream raw materials:

4-((Z)-2-Allyloxy-6-ethyl-11,12-dihydro-dibenzo[a,e]cycloocten-5-yl)-phenol

4-(tetrahydropyran-2'-yloxy)-1-bromobenzene

2-<2-(3-methoxyphenyl)ethyl>benzoic acid

6-ethyl-11,12-dihydro-2-hydroxydibenzocycloocten-5(6H)-one

Refernces