dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

Base Information

Chemical Name:dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate
CAS No.:607708-29-2
Molecular Formula:C₂₀H₁₅Cl₂NO₅
Molecular Weight:420.249
Hs Code.:

Synonyms:dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

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Chemical Property of dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

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Technology Process of dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

There total 9 articles about dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate 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%

: dimethyl 3,5-dichloro-1-(4-methylphenyl)-8-(phenylsulfonyl)-11-oxa-4-azatricyclo[6.2.1.0^2,7]undeca-2,4,6-triene-9,10-dicarboxylate

: 607708-29-2
dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 1h; Heating;
DOI:10.1021/jo0344081

Reference yield:

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: 607708-29-2
dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 37 percent / heptafluorobutyric anhydride; p-toluenesulfonic acid / toluene / 1.17 h / Heating

2: 94 percent / NaIO₄ / RuCl₃*xH₂O / H₂O; acetonitrile; CCl₄ / 2 h / 20 °C

3: 77 percent / DBU / toluene / 1 h / Heating

With sodium periodate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; heptafluorobutyric anhydride; ruthenium trichloride; In tetrachloromethane; water; toluene; acetonitrile; 1: sequential Pummerer-Diels-Alder reaction;
DOI:10.1021/jo0344081

Reference yield:

: 441052-90-0
2,6-dichloro-4-[(phenylthio)methyl]nicotinonitrile

: 607708-29-2
dimethyl 1,3-dichloro-5-hydroxy-8-(4-methylphenyl)isoquinoline-6,7-dicarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 62 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / -78 - 20 °C

2.1: Mg / tetrahydrofuran

2.2: 73 percent / tetrahydrofuran / -78 - 0 °C

3.1: 78 percent / PCC / CH₂Cl₂ / 1.5 h / 20 °C

4.1: 85 percent / sodium periodate / methanol; H₂O / 0 - 20 °C

5.1: 37 percent / heptafluorobutyric anhydride; p-toluenesulfonic acid / toluene / 1.17 h / Heating

6.1: 94 percent / NaIO₄ / RuCl₃*xH₂O / H₂O; acetonitrile; CCl₄ / 2 h / 20 °C

7.1: 77 percent / DBU / toluene / 1 h / Heating

With sodium periodate; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; heptafluorobutyric anhydride; ruthenium trichloride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 2.2: Grignard reaction / 5.1: sequential Pummerer-Diels-Alder reaction;
DOI:10.1021/jo0344081