(1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

Base Information

Chemical Name:(1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester
CAS No.:149143-85-1
Molecular Formula:C₂₃H₂₄O₈
Molecular Weight:428.439
Hs Code.:

Synonyms:(1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

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Chemical Property of (1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

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Technology Process of (1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

There total 7 articles about (1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester 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: 3.0%

: 149143-84-0
(1S,2S,3R,4S)-1-(3,4-Dimethoxy-phenyl)-4-hydroxy-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((R)-methoxycarbonyl-phenyl-methyl) ester

: 149143-85-1
(1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

: (1S,2R)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

Guidance literature:: With sodium methylate; In methanol; for 24h; Ambient temperature;
DOI:10.1021/jo00067a057

Reference yield:

: 2898-57-9
1-bromo-2-(3,4-dimethoxybenzyl)-4,5-dimethoxybenzene

: 149143-85-1
(1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) n-BuLi / 1) THF, -78 deg C, 1 min, 2) a) -78 deg C, 1 h, b) room temperature, 50 min

2: SO₂, pyridine / benzene / 6 h / Irradiation

3: 44 percent / ZnO / toluene / 0.17 h / Heating

4: 97 percent / NaOMe / methanol / 24 h / Ambient temperature

With pyridine; n-butyllithium; sulfur dioxide; sodium methylate; zinc(II) oxide; In methanol; toluene; benzene;
DOI:10.1021/jo00067a057

Reference yield:

: 2859-78-1
4-Bromoveratrole

: 149143-85-1
(1S,2S)-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid 3-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) n-BuLi / 1) THF, -78 deg C, 5 min, 2) THF, a) -78 deg C to room temperature, b) 17 h

2: 73 percent / trifluoroacetic acid, NaBH₄ / acetic acid; CH₂Cl₂ / 0.1 h / 0 °C

3: 1) n-BuLi / 1) THF, -78 deg C, 1 min, 2) a) -78 deg C, 1 h, b) room temperature, 50 min

4: SO₂, pyridine / benzene / 6 h / Irradiation

5: 44 percent / ZnO / toluene / 0.17 h / Heating

6: 97 percent / NaOMe / methanol / 24 h / Ambient temperature

With pyridine; sodium tetrahydroborate; n-butyllithium; sulfur dioxide; sodium methylate; trifluoroacetic acid; zinc(II) oxide; In methanol; dichloromethane; acetic acid; toluene; benzene;
DOI:10.1021/jo00067a057