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

Base Information

• Chemical Name: 4-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-phenoxy}-N-chrysen-6-yl-butyramide
• CAS No.: 625457-64-9
• Molecular Formula: C₃₉H₄₃N₃O₄S₂
• Molecular Weight: 681.92
• Mol file: 625457-64-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 4-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-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: 72.0%

4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-N-chrysen-6-yl-butyramide (625457-62-7) → 4-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-phenoxy}-N-chrysen-6-yl-butyramide (625457-64-9)

Guidance literature:

With tin(ll) chloride; In ethyl acetate; for 3h; Heating;

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

Reference yield:

6-aminochrysene (2642-98-0) → 4-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-phenoxy}-N-chrysen-6-yl-butyramide (625457-64-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 72 percent / SnCl₂*2H₂O / ethyl acetate / 3 h / Heating

With triethylamine; tin(ll) chloride; isobutyl chloroformate; In ethyl acetate;

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

Reference yield:

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal (140647-02-5) → 4-{5-amino-4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-phenoxy}-N-chrysen-6-yl-butyramide (625457-64-9)

Guidance literature:

Multi-step reaction with 4 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

4: 72 percent / SnCl₂*2H₂O / ethyl acetate / 3 h / Heating

With lithium hydroxide; potassium carbonate; triethylamine; tin(ll) chloride; isobutyl chloroformate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

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

upstream raw materials:

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

6-aminochrysene

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

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