2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

Base Information

Chemical Name:2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone
CAS No.:919114-47-9
Molecular Formula:C₃₅H₃₈O₆
Molecular Weight:554.683
Hs Code.:

Synonyms:2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

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Chemical Property of 2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

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Technology Process of 2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

There total 11 articles about 2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone 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: 90.0%

: 919114-46-8
5-benzyloxy-1-(1,8-diisopropoxy-9,10-dimethoxy-3-methyl-anthracen-2-yl)-4-methyl-hex-2-yn-1-ol

: 919114-47-9
2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

Guidance literature:: With silver(II) oxide; nitric acid; In 1,4-dioxane; at 20 ℃; for 0.5h;
DOI:10.1002/anie.200601992

Reference yield:

: 919114-45-7
5-benzyloxy-4-methyl-hex-2-ynal

: 919114-47-9
2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 °C

1.2: 72 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.1: 90 percent / AgO; HNO₃ / dioxane / 0.5 h / 20 °C

With silver(II) oxide; n-butyllithium; nitric acid; In tetrahydrofuran; 1,4-dioxane; hexane;
DOI:10.1002/anie.200601992

Reference yield:

: 919114-35-5
3-bromo-5-isopropoxy-[1,4]-naphthoquinone

: 919114-47-9
2-(5-benzyloxy-1-hydroxy-4-methyl-hex-2-ynyl)-1,8-diisopropoxy-3-methyl-anthraquinone

Guidance literature:: Multi-step reaction with 7 steps

1.1: benzene / 6 h / 20 °C

2.1: SiO₂ / CH₂Cl₂ / 24 h / 20 °C

3.1: 97 percent / N-bromosuccinimide; iP₂NH / CH₂Cl₂ / 12 h / 20 °C

4.1: 94 percent / Cs₂CO₃ / acetone; dimethylformamide / 12 h / Heating

5.1: 98 percent / Na₂S₂O₄; nBu₄NBr; KOH / H₂O; tetrahydrofuran / 4 h / 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / -78 °C

6.2: 72 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

7.1: 90 percent / AgO; HNO₃ / dioxane / 0.5 h / 20 °C

With silver(II) oxide; potassium hydroxide; N-Bromosuccinimide; n-butyllithium; sodium dithionite; tetrabutylammomium bromide; nitric acid; silica gel; caesium carbonate; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/anie.200601992