3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

Base Information

Chemical Name:3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol
CAS No.:850785-80-7
Molecular Formula:C₂₇H₃₀O₈
Molecular Weight:482.53
Hs Code.:

Synonyms:3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

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Chemical Property of 3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

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Technology Process of 3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

There total 4 articles about 3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol 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: 69.0%

: 3282-30-2
pivaloyl chloride

: 178446-74-7
6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2,3-diyldimethanol

: 2-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-3-ylmethanol

: 850785-80-7
3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

Guidance literature:: 6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2,3-diyldimethanol; With di(n-butyl)tin oxide; In toluene; for 2h; Heating;

pivaloyl chloride; In toluene; for 20h;
DOI:10.1021/jo047751u

Reference yield:

: 850785-78-3
2,3-bis(bromomethyl)-4-(2-bromo-3,4,5-trimethoxyphenyl)-1-chloro-6,7-methylenedioxynaphthalene

: 850785-80-7
3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: AcOH; K₂CO₃ / dimethylformamide / 2 h / 20 °C

1.2: 82 percent / KOH / dimethylformamide; methanol; H₂O / 2 h / 20 °C

2.1: 67 percent / SmI₂; HMPA / tetrahydrofuran / 2 h / 20 °C

3.1: Bu₂SnO / toluene / 2 h / Heating

3.2: 69 percent / toluene / 20 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; di(n-butyl)tin oxide; potassium carbonate; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo047751u

Reference yield:

: 850785-79-4
4-(2-bromo-3,4,5-trimethoxyphenyl)-1-chloro-6,7-methylenedioxynaphthalene-2,3-diyldimethanol

: 850785-80-7
3-(2,2-dimethylpropanoyloxymethyl)-6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2-ylmethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 67 percent / SmI₂; HMPA / tetrahydrofuran / 2 h / 20 °C

2.1: Bu₂SnO / toluene / 2 h / Heating

2.2: 69 percent / toluene / 20 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; di(n-butyl)tin oxide; In tetrahydrofuran; toluene;
DOI:10.1021/jo047751u