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

Base Information

Chemical Name:1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(1,6,8-trimethoxy-3-methoxy-methyl-naphthalen-2-yl)-methanone
CAS No.:468078-76-4
Molecular Formula:C₃₆H₃₆O₉
Molecular Weight:612.676
Hs Code.:

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

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

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

There total 6 articles about 1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(1,6,8-trimethoxy-3-methoxy-methyl-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:

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

: 74-88-4
methyl iodide

: 468078-76-4
1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(1,6,8-trimethoxy-3-methoxy-methyl-naphthalen-2-yl)-methanone

Guidance literature:: With silver(l) oxide; In dichloromethane; at 20 ℃; for 168h;
DOI:10.1021/ol026454d

Reference yield:

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

: 468078-76-4
1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(1,6,8-trimethoxy-3-methoxy-methyl-naphthalen-2-yl)-methanone

Guidance literature:: Multi-step reaction with 5 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

5: 190 mg / Ag₂O / CH₂Cl₂ / 168 h / 20 °C

With potassium hydroxide; n-butyllithium; potassium carbonate; triphenylphosphine; silver(l) oxide; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; 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

: 468078-76-4
1-(3-benzyloxy-1,6,8-trimethoxy-naphthalen-2-yl)-1-(1,6,8-trimethoxy-3-methoxy-methyl-naphthalen-2-yl)-methanone

Guidance literature:: Multi-step reaction with 8 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

8: 190 mg / Ag₂O / CH₂Cl₂ / 168 h / 20 °C

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