6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester
• CAS No.: 222969-16-6
• Molecular Formula: C₃₄H₅₀N₂O₆Si
• Molecular Weight: 610.866

Synonyms:6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Chemical Property of 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

There total 7 articles about 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl 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:

(4-Chloro-6-methoxy-1-triisopropylsilanyl-1H-indol-3-ylmethyl)-dimethyl-amine (212829-61-3) → 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester (222969-16-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 78 percent / toluene / 15 h / 0 °C

2: 80 percent / toluene / 0.33 h / 0 °C

3: 96 percent / LiAlH₄ / benzene; diethyl ether / 0.5 h / Heating

4: 70 percent / lithium isopropylcyclohexylamide / tetrahydrofuran / 0.25 h / 0 °C

5: 96 percent / 8 h / Heating

6: 1.) s-BuLi, TMEDA / 1.) Et₂O, -78 deg C, 1 h

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; lithium cyclohexylisopropylamide; In tetrahydrofuran; diethyl ether; toluene; benzene;

DOI:10.1016/S0040-4039(99)00034-9

Reference yield:

(6-Methoxy-1-triisopropylsilanyl-1H-indol-3-ylmethyl)-dimethyl-amine (212829-60-2) → 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester (222969-16-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) t-BuLi, 2.) Cl₃CCCl₃ / 1.) Et₂O, 0 deg C, 1 h

2: 78 percent / toluene / 15 h / 0 °C

3: 80 percent / toluene / 0.33 h / 0 °C

4: 96 percent / LiAlH₄ / benzene; diethyl ether / 0.5 h / Heating

5: 70 percent / lithium isopropylcyclohexylamide / tetrahydrofuran / 0.25 h / 0 °C

6: 96 percent / 8 h / Heating

7: 1.) s-BuLi, TMEDA / 1.) Et₂O, -78 deg C, 1 h

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; hexachloroethane; tert.-butyl lithium; sec.-butyllithium; lithium cyclohexylisopropylamide; In tetrahydrofuran; diethyl ether; toluene; benzene;

DOI:10.1016/S0040-4039(99)00034-9

Reference yield:

(4-chloro-6-methoxy-1-triisopropylsilanyl-1H-indol-3-yl)-acetonitrile (222968-74-3) → 6-[hydroxy-(4-methoxymethoxy-phenyl)-methyl]-7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester (222969-16-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / LiAlH₄ / benzene; diethyl ether / 0.5 h / Heating

2: 70 percent / lithium isopropylcyclohexylamide / tetrahydrofuran / 0.25 h / 0 °C

3: 96 percent / 8 h / Heating

4: 1.) s-BuLi, TMEDA / 1.) Et₂O, -78 deg C, 1 h

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; lithium cyclohexylisopropylamide; In tetrahydrofuran; diethyl ether; benzene;

DOI:10.1016/S0040-4039(99)00034-9

upstream raw materials:

7-methoxy-1-triisopropylsilanyl-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

(6-Methoxy-1-triisopropylsilanyl-1H-indol-3-ylmethyl)-dimethyl-amine

(4-Chloro-6-methoxy-1-triisopropylsilanyl-1H-indol-3-ylmethyl)-dimethyl-amine

7-methoxy-1-triisopropylsilanyl-1,3,4,5-tetrahydro-pyrrolo[4,3,2-de]quinoline

Downstream raw materials:

8-methoxy-7-(4-methoxymethoxy-phenyl)-1-triisopropylsilanyl-1,3,4,7-tetrahydro-6-oxa-1,4a-diaza-cyclopenta[cd]phenalen-5-one

7-methoxy-6-(4-methoxymethoxy-benzyl)-1,3,4,5-tetrahydro-pyrrolo[4,3,2-de]quinoline

7-methoxy-6-(4-methoxymethoxy-benzyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one

7-methoxy-6-(4-methoxymethoxy-benzyl)-1-triisopropylsilanyl-1,3,4,5-tetrahydro-pyrrolo[4,3,2-de]quinoline

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