2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one

Base Information

• Chemical Name: 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one
• CAS No.: 908589-49-1
• Molecular Formula: C₂₇H₃₂N₂O₄
• Molecular Weight: 448.562

Synonyms:2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one

Chemical Property of 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one

Chemical Property:

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Technology Process of 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one

There total 3 articles about 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one 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: 56.0%

3-[(S)-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-(4-methoxy-phenyl)-methyl]-pentane-2,4-dione (908589-41-3) + methylhydrazine (60-34-4) → 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one (908589-49-1)

Guidance literature:

With acetic acid; In 1,4-dioxane; Heating;

DOI:10.1016/j.tet.2006.06.009

Reference yield:

3-(4-methoxybenzylidene)-2,4-pentanedione (15725-17-4) → 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one (908589-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazanide; 18-crown-6 / tetrahydrofuran / 0.5 h / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 °C

2.1: 56 percent / acetic acid / dioxane / Heating

With 18-crown-6 ether; sodium hexamethyldisilazane; acetic acid; In tetrahydrofuran; 1,4-dioxane; 1.2: Michael addition;

DOI:10.1016/j.tet.2006.06.009

Reference yield:

(2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one (81036-97-7) → 2-tert-butyl-5-[(4-methoxy-phenyl)-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-5-phenyl-[1,3]dioxolan-4-one (908589-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazanide; 18-crown-6 / tetrahydrofuran / 0.5 h / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 °C

2.1: 56 percent / acetic acid / dioxane / Heating

With 18-crown-6 ether; sodium hexamethyldisilazane; acetic acid; In tetrahydrofuran; 1,4-dioxane; 1.2: Michael addition;

DOI:10.1016/j.tet.2006.06.009

upstream raw materials:

3-[(S)-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-(4-methoxy-phenyl)-methyl]-pentane-2,4-dione

methylhydrazine

3-(4-methoxybenzylidene)-2,4-pentanedione

(2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one

Downstream raw materials:

(2S,3R)-2-Hydroxy-3-(4-methoxy-phenyl)-2-phenyl-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-propionic acid

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