4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide

Base Information

• Chemical Name: 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide
• CAS No.: 625457-62-7
• Molecular Formula: C₃₉H₄₁N₃O₆S₂
• Molecular Weight: 711.903
• Mol file: 625457-62-7.mol

Synonyms:4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide

Chemical Property of 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide

There total 3 articles about 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide 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:

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal (140647-02-5) → 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide (625457-62-7)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / dimethylformamide / 24 h / 20 °C

2: aq. LiOH / tetrahydrofuran; methanol / 12 h / 20 °C

3: isobutyl chloroformate; triethylamine / 12 h / 20 °C

With lithium hydroxide; potassium carbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00743-1

Reference yield:

(2S)-N-[5'-methoxy-4'-[(3''-methoxycarbonylpropyl)oxy]-2'-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal (349536-25-0) → 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide (625457-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. LiOH / tetrahydrofuran; methanol / 12 h / 20 °C

2: isobutyl chloroformate; triethylamine / 12 h / 20 °C

With lithium hydroxide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(03)00743-1

Reference yield:

6-aminochrysene (2642-98-0) + (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (219931-70-1) → 4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide (625457-62-7)

Guidance literature:

With triethylamine; isobutyl chloroformate; at 20 ℃; for 12h;

DOI:10.1016/S0960-894X(03)00743-1

upstream raw materials:

6-aminochrysene

(2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal

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

(2S)-N-[5'-methoxy-4'-[(3''-methoxycarbonylpropyl)oxy]-2'-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

Downstream raw materials:

4-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-phenoxy}-N-chrysen-6-yl-butyramide