α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone

Base Information

• Chemical Name: α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone
• CAS No.: 153617-88-0
• Molecular Formula: C₂₉H₃₀O₆
• Molecular Weight: 477.53

Synonyms:α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone

Chemical Property of α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone

There total 6 articles about α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone 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: 60.0%

α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d3)-3-(phenylethynyl)-2-naphthalenemethanol (139219-33-3) → α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d3)-3-(phenylethynyl)-2-naphthalenemethanone (153617-88-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; at 100 ℃;

DOI:10.1016/S0040-4020(01)88016-9

Reference yield:

2-bromo-1,5,6,8-tetramethoxy-4-(methoxy-d3)-3-(phenylethynyl)naphthalene (139219-32-2) → α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d3)-3-(phenylethynyl)-2-naphthalenemethanone (153617-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) n-BuLi / 1) THF, hexane, -78 deg C, 5 min, 2) THF, hexane, -78 deg C, 20 min

2: 60 percent / DDQ / dioxane / 100 °C

With n-butyllithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane;

DOI:10.1016/S0040-4020(01)88016-9

Reference yield:

<<3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenyl>oxy>triethylsilane (139219-30-0) → α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d3)-3-(phenylethynyl)-2-naphthalenemethanone (153617-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / Bu₄NF, AcOH / tetrahydrofuran / 0.5 h

2: 81 percent / NaH (60percent in oil) / dimethylformamide / 2.5 h / Ambient temperature

3: 1) n-BuLi / 1) THF, hexane, -78 deg C, 5 min, 2) THF, hexane, -78 deg C, 20 min

4: 60 percent / DDQ / dioxane / 100 °C

With n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)88016-9

upstream raw materials:

α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanol

3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenol

2-bromo-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)naphthalene

<<3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenyl>oxy>triethylsilane

Downstream raw materials:

3)-3-(phenylethynyl)-2-naphthalenyl>methoxy>trimethylsilane

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