6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

Base Information

Chemical Name:6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol
CAS No.:80027-66-3
Molecular Formula:C₂₄H₂₈O₈
Molecular Weight:444.482
Hs Code.:

Synonyms:6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

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Chemical Property of 6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

Chemical Property:

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Technology Process of 6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

There total 13 articles about 6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol 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: 77.0%

: 80027-65-2
3-<2-<1-(1,1-ethylenedioxy)-ethyl>-1,2,3,4-tetrahydro-2,5-dihydroxy-8-methoxy-6-naphthyl>-4-methoxyphthalide

: 80027-66-3
6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

Guidance literature:: With sodium hydroxide; zinc; In water; for 2h; Heating;

Reference yield:

: 41098-99-1
1,2,3,4-tetrahydro-5,8-dimethoxy-4-oxonaphthalene-2-carboxylic acid

: 80027-66-3
6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / HCl / 1.5 h / Heating

2: 63 percent / BCl₃ / CH₂Cl₂ / 0.17 h / Ambient temperature

3: 81 percent / conc.HCl, H₂ / platinum oxide / methanol

4: 82.5 percent / K₂CO₃ / dimethylformamide / 4 h / 80 °C

5: 64 percent / BuLi, di-isopropylamine, triethyl phosphite, O₂ / hexane; tetrahydrofuran / -78 °C / 1.) 1 h, 2.) 80 min

6: 1.) NaH, 2.) aluminium amalgam / 1.) THF, 70 deg C, 95 min; 0 deg C, 45 min, 2.) THF, water, 10-12 deg C, 4.5 h

7: 85 percent / toluene-p-sulphonic acid / benzene; acetone / 6.5 h / Heating

8: 100 percent / H₂ / Pd-C / ethyl acetate

9: 1.) benzeneboronic acid, propionic acid, 2.) acetic acid / 1.) benzene, reflux, 20 h, 2.) CH₂Cl₂, 2-methylpentane-2,4-diol, room temperature, 20 h

10: 77 percent / Zn, NaOH / H₂O / 2 h / Heating

With hydrogenchloride; sodium hydroxide; n-butyllithium; aluminium amalgam; hydrogen; oxygen; boron trichloride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; propionic acid; diisopropylamine; zinc; triethyl phosphite; phenylboronic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;

Reference yield:

: 76117-16-3
methyl 1,2,3,4-tetrahydro-5,8-dimethoxy-4-oxonaphthalene-2-carboxylate

: 80027-66-3
6-(2-carboxy-6-methoxybenzyl)-1,2,3,4-tetrahydro-8-methoxynapthalene-2,5-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 63 percent / BCl₃ / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 81 percent / conc.HCl, H₂ / platinum oxide / methanol

3: 82.5 percent / K₂CO₃ / dimethylformamide / 4 h / 80 °C

4: 64 percent / BuLi, di-isopropylamine, triethyl phosphite, O₂ / hexane; tetrahydrofuran / -78 °C / 1.) 1 h, 2.) 80 min

5: 1.) NaH, 2.) aluminium amalgam / 1.) THF, 70 deg C, 95 min; 0 deg C, 45 min, 2.) THF, water, 10-12 deg C, 4.5 h

6: 85 percent / toluene-p-sulphonic acid / benzene; acetone / 6.5 h / Heating

7: 100 percent / H₂ / Pd-C / ethyl acetate

8: 1.) benzeneboronic acid, propionic acid, 2.) acetic acid / 1.) benzene, reflux, 20 h, 2.) CH₂Cl₂, 2-methylpentane-2,4-diol, room temperature, 20 h

9: 77 percent / Zn, NaOH / H₂O / 2 h / Heating

With hydrogenchloride; sodium hydroxide; n-butyllithium; aluminium amalgam; hydrogen; oxygen; boron trichloride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; propionic acid; diisopropylamine; zinc; triethyl phosphite; phenylboronic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;