2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

Base Information

Chemical Name:2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene
CAS No.:473240-55-0
Molecular Formula:C₃₇H₃₈O₇
Molecular Weight:594.705
Hs Code.:

Synonyms:2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

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Chemical Property of 2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

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Technology Process of 2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

There total 6 articles about 2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene 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: 99.0%

: 473240-53-8
3,4-dibenzyloxy-5-methoxyphenyl 5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl ketone

: 18107-18-1
diazomethyl-trimethyl-silane

: 473240-55-0
2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

Guidance literature:: diazomethyl-trimethyl-silane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

3,4-dibenzyloxy-5-methoxyphenyl 5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl ketone; In tetrahydrofuran; at -78 ℃; for 3h; Further stages.;
DOI:10.1021/jo0258960

Reference yield:

: 2973-76-4
5-bromo-4-hydroxy-3-methoxybenzaldehyde

: 473240-55-0
2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOH; tetrabutylammonium iodide / CH₂Cl₂; H₂O / 30 h / 20 °C

2.1: 40.93 g / p-toluenesulfonic acid / benzene / 26 h / Heating

3.1: 1.4M n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

3.2: 77 percent / tetrahydrofuran / 4 h / -78 °C

4.1: 96 percent / active MnO₂ / CH₂Cl₂ / 24 h

5.1: 1.5M n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

5.2: 99 percent / tetrahydrofuran / 3 h / -78 °C

With manganese(IV) oxide; sodium hydroxide; n-butyllithium; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; benzene; 5.2: Colvin rearrangement;
DOI:10.1021/jo0258960

Reference yield:

: 6948-30-7
5-bromoveratralaldehyde

: 473240-55-0
2-(3,4-dibenzyloxy-5-methoxyphenyl)-1-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 40.93 g / p-toluenesulfonic acid / benzene / 26 h / Heating

2.1: 1.4M n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 77 percent / tetrahydrofuran / 4 h / -78 °C

3.1: 96 percent / active MnO₂ / CH₂Cl₂ / 24 h

4.1: 1.5M n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

4.2: 99 percent / tetrahydrofuran / 3 h / -78 °C

With manganese(IV) oxide; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 4.2: Colvin rearrangement;
DOI:10.1021/jo0258960