1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

Base Information

Chemical Name:1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone
CAS No.:468078-68-4
Molecular Formula:C₃₅H₃₄O₉
Molecular Weight:598.65
Hs Code.:

Synonyms:1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

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Chemical Property of 1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

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Technology Process of 1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

There total 6 articles about 1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone 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: 55.0%

: 468078-48-0
3-benzyloxy-1,6,8-trimethoxy-naphthalene-2-carboxylic acid 3-bromo-4,5,7-trimethoxy-naphthalen-2-yl methyl ester

: 468078-68-4
1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -50 ℃; for 2h;
DOI:10.1055/s-2002-35601

Reference yield:

: 505052-96-0
3-Hydroxy-1,6,8-trimethoxy-naphthalene-2-carboxylic Acid Methyl Ester

: 468078-68-4
1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / dimethylformamide / 4 h / 20 °C

2: 79 percent / KOH / ethanol / 18 h / Heating

3: 95 percent / DEAD; PPh₃ / tetrahydrofuran / 3 h / 20 °C

4: 55 percent / n-BuLi / tetrahydrofuran / 2 h / -55 - -45 °C

With potassium hydroxide; n-butyllithium; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 3: Mitsunobu coupling / 4: anionic homo-Fries rearrangement;
DOI:10.1021/ol026454d

Reference yield:

: 468078-56-0
methyl 1,3-dihydroxy-6,8-dimethoxynaphthalene-2-carboxylate

: 468078-68-4
1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(3-hydroxymethyl-1,6,8-trimethoxy-naphthalen-2-yl)-methanone

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide / 14 h / 20 °C

2: K₂CO₃ / acetone / 16 h / Heating

3: KF; HBr / dimethylformamide / 0.75 h / 20 °C

4: K₂CO₃ / dimethylformamide / 4 h / 20 °C

5: 79 percent / KOH / ethanol / 18 h / Heating

6: 95 percent / DEAD; PPh₃ / tetrahydrofuran / 3 h / 20 °C

7: 55 percent / n-BuLi / tetrahydrofuran / 2 h / -55 - -45 °C

With 1H-imidazole; potassium fluoride; potassium hydroxide; n-butyllithium; hydrogen bromide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetone; 6: Mitsunobu coupling / 7: anionic homo-Fries rearrangement;
DOI:10.1021/ol026454d