U₂₃₄₆₉

Base Information

• Chemical Name: U₂₃₄₆₉
• CAS No.: 22845-55-2
• Molecular Formula: C₂₆H₂₈O₄
• Molecular Weight: 404.506
• Mol file: 22845-55-2.mol

Synonyms:

Chemical Property of U₂₃₄₆₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of U₂₃₄₆₉

There total 9 articles about U₂₃₄₆₉ 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: 70.0%

3-monochloro-1,2-propanediol (96-24-2) + (1RS,2SR)-1-(4-[2-pyrrolidinoethoxy]phenyl)-2-phenyl-6-methoxy-1,2,3,4-tetrahydronaphthalene → U23469 (22845-55-2,22845-61-0,23979-05-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 22h; Reflux;

DOI:10.1246/cl.2011.1272

Reference yield:

1-(p-hydroxyphenyl)-6-methoxy-2-phenyl-3,4-dihydronaphthalene (1729-38-0) → U23469 (22845-55-2,22845-61-0,23979-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / acetic acid

2: (i) NaOEt, EtOH, (ii) /BRN= 1732048/

With hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1021/jm00198a015

Reference yield:

C25H26O4 → U23469 (22845-55-2,22845-61-0,23979-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride; 1H-imidazole / tetrahydrofuran; mineral oil / 3.5 h / Reflux

1.2: 1 h / Reflux

1.3: 0.67 h / Reflux

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 6.5 h / Reflux

3.1: trimethylsilyl bromide / dichloromethane / 18.5 h / 0 °C

4.1: potassium carbonate / acetone / 18.5 h / Reflux

5.1: potassium carbonate / acetonitrile / 22 h / Reflux

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); trimethylsilyl bromide; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; acetone; toluene; acetonitrile; mineral oil; 2.1: |Barton-McCombie Deoxygenation;

DOI:10.1246/cl.2011.1272

upstream raw materials:

3-iodo-propane-1,2-diol

4-(cis-6-methoxy-2-phenyltetralin-1-yl)phenol

1-(p-hydroxyphenyl)-6-methoxy-2-phenyl-3,4-dihydronaphthalene

3-monochloro-1,2-propanediol

Refernces

• 1、 Tatee,Carlson,Katzenellenbogen,Robertson,Katzenellenbogen. "Antiestrogens and antiestrogen metabolites: Preparation of tritium-labeled (±)-cis-3-[p-(1,2,3,4-tetrahydro-6-methoxy-2-phenyl-1-naphthyl)phenoxy]-1,2-propanediol (U-23469) and characterization and synthesis of a biologically important metabolite". . p. 1509 - 1517. Retrieved 2007/10/13.