9-allylphenanthrene

Base Information

• Chemical Name: 9-allylphenanthrene
• CAS No.: 293765-66-9
• Molecular Formula: C₁₇H₁₄
• Molecular Weight: 218.298

Synonyms:9-allylphenanthrene

Chemical Property of 9-allylphenanthrene

Chemical Property:

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Technology Process of 9-allylphenanthrene

There total 1 articles about 9-allylphenanthrene 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: 84.0%

9-phenanthrenylboronic acid (68572-87-2) + 1-amino-2-propene (107-11-9,30551-89-4) → 9-allylphenanthrene (293765-66-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boric acid; In 1,4-dioxane; at 110 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201109171

Reference yield:

9-allylphenanthrene (293765-66-9) → (R)-tylophorine (482-20-2,25908-92-3,101984-34-3,111408-21-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine; 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water; tert-butyl alcohol / 3.5 h / Inert atmosphere

2.1: sodium periodate / water; tetrahydrofuran / 2.5 h / 23 °C / Inert atmosphere

3.1: indium; titanium(IV) tetraethanolate / tetrahydrofuran / 1 h / 23 - 25 °C / Inert atmosphere

3.2: 6 h / 60 °C / Inert atmosphere

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

4.2: 0 - 25 °C / Inert atmosphere

5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 25 °C / Inert atmosphere

6.1: water / 12 h / 90 °C / Darkness

With 2,6-dimethylpyridine; titanium(IV) tetraethanolate; indium; sodium periodate; osmium(VIII) oxide; di-isopropyl azodicarboxylate; 4-methylmorpholine N-oxide; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine; In tetrahydrofuran; water; acetone; tert-butyl alcohol; 5.1: |Mitsunobu Displacement;

DOI:10.1039/c4ob01133c

Reference yield:

9-allylphenanthrene (293765-66-9) → optically inactive 1-hydroxy-1-phenyl-2-(phenanthryl-(9))-butene-(3)

Guidance literature:

With diethyl ether; lithium; anschliessend Behandeln mit Benzaldehyd;

DOI:10.1021/ja01864a018

upstream raw materials:

9-phenanthrenylboronic acid

1-amino-2-propene

Downstream raw materials:

(R)-tylophorine

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