(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

Base Information

Chemical Name:(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
CAS No.:149143-84-0
Molecular Formula:C₄₀H₄₀O₁₃
Molecular Weight:728.75
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 44.0%

: 103477-60-7
1-(3,4-dimethoxyphenyl)-3-hydroxy-5,6-dimethoxy-1,3-dihydrobenzothiophene 2,2-dioxide

: fumarate of methyl (R)-mandelate

: 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

Guidance literature:: With zinc(II) oxide; In toluene; for 0.166667h; Heating;
DOI:10.1021/jo00067a057

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 2859-78-1
4-Bromoveratrole

: 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

Guidance literature:: Multi-step reaction with 5 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

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