2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

Base Information

Chemical Name:2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone
CAS No.:919110-81-9
Molecular Formula:C₂₉H₂₄O₆
Molecular Weight:468.506
Hs Code.:

Synonyms:2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

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Chemical Property of 2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

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Technology Process of 2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

There total 14 articles about 2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-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: 88.0%

: 919110-93-3
8-Benzyloxy-2-((R)-4-benzyloxy-4-methyl-hex-2-ynoyl)-1-isopropoxy-3-methyl-anthraquinone

: 919110-81-9
2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

Guidance literature:: With sulfuric acid; In acetic acid; at 55 ℃; for 0.5h;
DOI:10.1021/ol062492b

Reference yield:

: 919110-88-6
(R)-2-Benzyloxy-2-methyl-butan-1-ol

: 919110-81-9
2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / IBX / CH₂Cl₂; dimethylsulfoxide / 8 h / 20 °C

2.1: Zn; Ph₃P / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 84 percent / CH₂Cl₂ / 6 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - -20 °C

3.2: 80 percent / tetrahydrofuran; hexane / 3 h / -78 - 20 °C

4.1: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.1: 90 percent / AgO; HNO₃ / dioxane / 0.5 h / 20 °C

6.1: 93 percent / IBX / dimethylsulfoxide; CH₂Cl₂ / 5 h / 20 °C

7.1: 88 percent / H₂SO₄ / acetic acid / 0.5 h / 55 °C

With silver(II) oxide; n-butyllithium; sulfuric acid; nitric acid; triphenylphosphine; zinc; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/ol062492b

Reference yield:

: 919110-83-1
(R)-4-Benzyloxy-4-methyl-hex-2-ynal

: 919110-81-9
2-((R)-4-Benzyloxy-4-methyl-hex-2-ynoyl)-1,8-dihydroxy-3-methyl-anthraquinone

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

2: 90 percent / AgO; HNO₃ / dioxane / 0.5 h / 20 °C

3: 93 percent / IBX / dimethylsulfoxide; CH₂Cl₂ / 5 h / 20 °C

4: 88 percent / H₂SO₄ / acetic acid / 0.5 h / 55 °C

With silver(II) oxide; n-butyllithium; sulfuric acid; nitric acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/ol062492b