(+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

Base Information

Chemical Name:(+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene
CAS No.:96249-71-7
Molecular Formula:C₂₇H₃₈O₄Si
Molecular Weight:454.682
Hs Code.:

Synonyms:(+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

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Chemical Property of (+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

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Technology Process of (+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

There total 8 articles about (+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene 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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 96249-70-6
(+/-)-2-acetyl-5-benzyloxy-8-ethoxy-1,2,3,4-tetrahydronaphthalen-2-ol

: 96249-71-7
(+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 100 ℃; for 65h;
DOI:10.1071/CH9850189

Reference yield:

: 96236-41-8,96290-99-2,101052-85-1
(+/-)-8'-benzyloxy-5'-methoxy-2,2,5-trimethyl-3',4'-dihydrospiro<1,3-dioxolan-4,2'(1'H)-naphthalene>

: 96249-71-7
(+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / H₂, CH₃COOH / 10percent Pd/C / ethyl acetate / 48 h / 760 Torr / Ambient temperature

2: 93 percent / KOH / dimethylsulfoxide / 0.5 h

3: 78 percent / diphenylphosphine, butyllithium / tetrahydrofuran; hexane / 2 h / Heating

4: 1.) NaH / 1.) DMF, 20 deg C, 0.25 h, 2.) DMF, 2 h

5: 100 percent / Bio-Rad AG 50W-X₄ (H⁺) / methanol / 0.5 h / Heating

6: 93 percent / Fetizon's reagent / benzene / 0.5 h / Heating

7: 96 percent / imidazole / dimethylformamide / 65 h / 100 °C

With 1H-imidazole; potassium hydroxide; n-butyllithium; Bio-Rad AG 50W-X₄ (H⁺); hydrogen; sodium hydride; acetic acid; silver carbonate; diphenylphosphane; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1071/CH9850189

Reference yield:

: 100-39-0
benzyl bromide

: 96249-71-7
(+/-)-2-acetyl-5-benzyloxy-2-(t-butyldimethylsilyloxy)-8-ethoxy-1,2,3,4-tetrahydronaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, 20 deg C, 0.25 h, 2.) DMF, 2 h

2: 100 percent / Bio-Rad AG 50W-X₄ (H⁺) / methanol / 0.5 h / Heating

3: 93 percent / Fetizon's reagent / benzene / 0.5 h / Heating

4: 96 percent / imidazole / dimethylformamide / 65 h / 100 °C

With 1H-imidazole; Bio-Rad AG 50W-X₄ (H⁺); sodium hydride; silver carbonate; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1071/CH9850189