7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline

Base Information

• Chemical Name: 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline
• CAS No.: 219474-54-1
• Molecular Formula: C₃₂H₂₉NO₅
• Molecular Weight: 507.586
• Mol file: 219474-54-1.mol

Synonyms:7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline

Chemical Property of 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline

There total 13 articles about 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline 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: 95.0%

7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-8,9-dihydro-7H-[1,3]dioxolo[4,5-f]isoquinolin-6-one (219474-40-5) → 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline (219474-54-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 24h; Ambient temperature;

Reference yield:

4-Methyl-benzo[1,3]dioxole-5-carboxylic acid diethylamide (70946-12-2) → 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline (219474-54-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) n-BuLi, TMEDA / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, hexane, -78 deg C to rt

2: 77 percent / aq. HClO₄ / 18 h / Heating

3: 96 percent / AcCl / 6 h / Heating

4: 61 percent / acetonitrile / 12 h / Ambient temperature

5: 44 percent / dimethylsulfoxide / 0.5 h / 160 °C

6: 95 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; perchloric acid; N,N,N,N,-tetramethylethylenediamine; acetyl chloride; In tetrahydrofuran; dimethyl sulfoxide; acetonitrile;

Reference yield:

5-Formyl-benzo[1,3]dioxole-4-carboxylic acid ethyl ester (75267-17-3) → 7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-f]isoquinoline (219474-54-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 99 percent / BF₃*Et₂O / acetic acid / 12 h / Ambient temperature

2: 91 percent / LiAlH₄ / tetrahydrofuran / 18 h / Ambient temperature

3: 91 percent / NaH, TBA / tetrahydrofuran / 25 h / Ambient temperature

4: 99 percent / (CF₃CO₂)2IPh / acetonitrile; H₂O / Ambient temperature

5: 99 percent / benzene / 10 h / Heating

6: 61 percent / acetonitrile / 12 h / Ambient temperature

7: 44 percent / dimethylsulfoxide / 0.5 h / 160 °C

8: 95 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium hydride; tert-butylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; water; acetic acid; dimethyl sulfoxide; acetonitrile; benzene;

upstream raw materials:

7-Benzyl-8-(4-benzyloxymethyl-benzo[1,3]dioxol-5-yl)-8,9-dihydro-7H-[1,3]dioxolo[4,5-f]isoquinolin-6-one

4-Methyl-benzo[1,3]dioxole-5-carboxylic acid diethylamide

5-Formyl-benzo[1,3]dioxole-4-carboxylic acid ethyl ester

benzylamine

Downstream raw materials:

decumbenine B