6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

Base Information

Chemical Name:6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene
CAS No.:78772-84-6
Molecular Formula:C₂₃H₂₆O₅
Molecular Weight:382.456
Hs Code.:

Synonyms:6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

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Chemical Property of 6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

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Technology Process of 6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

There total 8 articles about 6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene 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: 95.0%

: 95375-26-1
1-(t-butyldimethylsiloxy)methyl-2-ethyl-5-methoxy-6-<1-(7-methoxy-2-oxa-3-oxo)indanyl>-3,4-dihydronaphthalene

: 78772-84-6
6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

Guidance literature:: With zinc; copper(II) sulfate; In pyridine; sodium hydroxide; for 48h; Heating;
DOI:10.1016/S0040-4020(01)91531-5

Reference yield:

: 22531-34-6
2-ethyl-5-methoxy-1-tetralone

: 78772-84-6
6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / HCl / methanol / 24 h / 0 °C

2: 45 percent / n-BuLi / tetrahydrofuran / -78 deg C -> room temperature

3: imidazole / dimethylformamide / Ambient temperature

4: 1.) t-BuLi-TMEDA complex / 1.) hexanes, 0 deg C, 4 h, 2.) THF, 0 deg C

5: 1.) n-BuLi-TMEDA complex / 1.) THF, -78 -> 20 deg C, 5 h, 2.) -78 deg C -> room temperature, 16 h

6: 95 percent / zinc dust, aq. NaOH / 48 h / Heating

With 1H-imidazole; hydrogenchloride; sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00404a046

Reference yield:

: 78772-78-8
2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

: 78772-84-6
6-(2-carboxy-6-methoxyphenyl)methyl-2-ethyl-1-hydroxymethyl-5-methoxy-3,4-dihydronaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / Ambient temperature

2: 1.) t-BuLi-TMEDA complex / 1.) hexanes, 0 deg C, 4 h, 2.) THF, 0 deg C

3: 1.) n-BuLi-TMEDA complex / 1.) THF, -78 -> 20 deg C, 5 h, 2.) -78 deg C -> room temperature, 16 h

4: 95 percent / zinc dust, aq. NaOH / 48 h / Heating

With 1H-imidazole; sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; zinc; In N,N-dimethyl-formamide;
DOI:10.1021/ja00404a046