3-((10-Ethyl-11-(4-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol

Base Information

• Chemical Name: 3-((10-Ethyl-11-(4-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol
• CAS No.: 85850-94-8
• Molecular Formula: C₂₅H₂₄O₄S
• Molecular Weight: 420.529
• UNII: VPE0K6LKXQ
• DSSTox Substance ID: DTXSID001006417
• Nikkaji Number: J64.286J
• Wikidata: Q27291951
• ChEMBL ID: CHEMBL14625
• Mol file: 85850-94-8.mol

Synonyms:UNII-VPE0K6LKXQ;VPE0K6LKXQ;BRN 5637005;85850-94-8;3-((10-Ethyl-11-(4-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol;1,2-Propanediol, 3-((10-ethyl-11-(p-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-;3-((10-Ethyl-11-(p-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol;3-[[10-Ethyl-11-(p-hydroxyphenyl)dibenzo[b,f]thiepin-3-yl]oxy]-1,2-propanediol;CHEMBL14625;C25H24O4S;DTXSID001006417;C25-H24-O4-S;LS-120412;Q27291951;3-{[10-Ethyl-11-(4-hydroxyphenyl)dibenzo[b,f]thiepin-3-yl]oxy}propane-1,2-diol

Chemical Property of 3-((10-Ethyl-11-(4-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol

Chemical Property:

• Vapor Pressure: 2E-17mmHg at 25°C
• Boiling Point: 643.2°C at 760 mmHg
• Flash Point: 342.8°C
• PSA: 95.22000
• Density: 1.293g/cm³
• LogP: 4.95790
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 420.13953042
• Heavy Atom Count: 30
• Complexity: 586

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C2=C(C=C(C=C2)OCC(CO)O)SC3=CC=CC=C31)C4=CC=C(C=C4)O

Technology Process of 3-((10-Ethyl-11-(4-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol

There total 12 articles about 3-((10-Ethyl-11-(4-hydroxyphenyl)dibenzo(b,f)thiepin-3-yl)oxy)-1,2-propanediol 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:

7-methoxydibenzothiepin-10(11H)-one (51723-75-2) → 3-[10-Ethyl-11-(4-hydroxy-phenyl)-dibenzo[b,f]thiepin-3-yloxy]-propane-1,2-diol (85850-94-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 57 percent / sodium, liq. NH₃, ferric nitrate / tetrahydrofuran / 1 h / -30 °C

2: 82 percent / pyridine hydrochloride / 0.5 h / 210 °C

3: 1.) NaH / 1.) DMF, oil, 15 min, 2.) DMF, 30 min

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

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

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

With hydrogenchloride; osmium(VIII) oxide; n-butyllithium; hydrogen sulfide; ammonia; pyridine hydrochloride; sodium; sodium hydride; ferric nitrate; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00362a009

Reference yield:

4-(tetrahydropyran-2'-yloxy)-1-bromobenzene (36603-49-3) → 3-[10-Ethyl-11-(4-hydroxy-phenyl)-dibenzo[b,f]thiepin-3-yloxy]-propane-1,2-diol (85850-94-8)

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-(3-methoxyphenylthio)benzyl alcohol (50900-42-0) → 3-[10-Ethyl-11-(4-hydroxy-phenyl)-dibenzo[b,f]thiepin-3-yloxy]-propane-1,2-diol (85850-94-8)

Guidance literature:

Multi-step reaction with 10 steps

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

2: ethanol; H₂O / 12 h / Heating

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

4: polyphosphoric acid / toluene / 4 h / Heating

5: 57 percent / sodium, liq. NH₃, ferric nitrate / tetrahydrofuran / 1 h / -30 °C

6: 82 percent / pyridine hydrochloride / 0.5 h / 210 °C

7: 1.) NaH / 1.) DMF, oil, 15 min, 2.) DMF, 30 min

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

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

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

With hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; n-butyllithium; thionyl chloride; PPA; hydrogen sulfide; ammonia; pyridine hydrochloride; sodium; sodium hydride; ferric nitrate; In tetrahydrofuran; ethanol; water; toluene;

DOI:10.1021/jm00362a009

upstream raw materials:

4-(7-Allyloxy-11-ethyl-dibenzo[b,f]thiepin-10-yl)-phenol

7-methoxydibenzothiepin-10(11H)-one

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

2-(3-methoxyphenylthio)benzyl alcohol

Refernces