2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione

Base Information

• Chemical Name: 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione
• CAS No.: 482378-28-9
• Molecular Formula: C₃₄H₃₉N₃O₇S₂
• Molecular Weight: 665.832
• Mol file: 482378-28-9.mol

Synonyms:

Chemical Property of 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione

There total 10 articles about 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione 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:

1,8-Naphthalimide (81-83-4) → 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione (482378-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone / Heating

2: K₂CO₃ / acetone / Heating

With potassium carbonate; In acetone;

DOI:10.1016/S0960-894X(02)00326-8

Reference yield:

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid (60547-92-4) → 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione (482378-28-9)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂ / benzene

2: TFA / tetrahydrofuran

3: H₂SO₄ / Heating

4: DIBAL-H / CH₂Cl₂ / -78 °C

5: TMSCl

6: BF₃*OEt₃; EtSH / CH₂Cl₂

7: K₂CO₃ / acetone / Heating

With chloro-trimethyl-silane; thionyl chloride; sulfuric acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; trifluoroacetic acid; ethanethiol; In tetrahydrofuran; dichloromethane; acetone; benzene;

DOI:10.1016/S0960-894X(02)00326-8

Reference yield:

4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride (64154-78-5) → 2-(5-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione (482378-28-9)

Guidance literature:

Multi-step reaction with 6 steps

1: TFA / tetrahydrofuran

2: H₂SO₄ / Heating

3: DIBAL-H / CH₂Cl₂ / -78 °C

4: TMSCl

5: BF₃*OEt₃; EtSH / CH₂Cl₂

6: K₂CO₃ / acetone / Heating

With chloro-trimethyl-silane; sulfuric acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; trifluoroacetic acid; ethanethiol; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/S0960-894X(02)00326-8

upstream raw materials:

2-(5-bromopentyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

1,8-Naphthalimide

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

Downstream raw materials:

2-(5-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-phenoxy}-pentyl)-benzo[de]isoquinoline-1,3-dione