4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide

Base Information

• Chemical Name: 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide
• CAS No.: 219931-71-2
• Molecular Formula: C₃₂H₄₈N₆O₇S₂
• Molecular Weight: 692.901
• Mol file: 219931-71-2.mol

Synonyms:

Chemical Property of 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide

There total 9 articles about 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide 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:

N-[3-(dimethylamino)propyl]-1-methyl-4-nitro-1H-pyrrole-2-carboxamide (65361-30-0) → 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide (219931-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 2 h

2: HOBR, EDCI / dimethylformamide / 14 h / Ambient temperature

With hydrogen; hypobromous acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo9812072

Reference yield:

(2S)-2-[di(ethylsulfanyl)methyl]tetrahydro-1H-pyrrole (105089-88-1) → 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide (219931-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

2: NaOH / ethanol / 18 h / 50 °C

3: HOBR, EDCI / dimethylformamide / 14 h / Ambient temperature

With sodium hydroxide; hypobromous acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo9812072

Reference yield:

vanillin (121-33-5,8014-42-4) → 4-(4-{4-[2-(bis-ethylsulfanyl-methyl)-pyrrolidine-1-carbonyl]-2-methoxy-5-nitro-phenoxy}-butyrylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide (219931-71-2)

Guidance literature:

Multi-step reaction with 7 steps

1: K₂CO₃ / tetrahydrofuran

2: HNO₃, SnCl₄ / CH₂Cl₂

3: sodium chlorite, sulfamic acid / H₂O

4: SOCl₂ / benzene / 2 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: NaOH / ethanol / 18 h / 50 °C

7: HOBR, EDCI / dimethylformamide / 14 h / Ambient temperature

With sodium hydroxide; sodium chlorite; thionyl chloride; aminosulfonic acid; nitric acid; hypobromous acid; tin(IV) chloride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo9812072

upstream raw materials:

3-(1-methyl-4-aminopyrrole-2-carbonylamino)propyldimethylamine

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

(2S)-2-[di(ethylsulfanyl)methyl]tetrahydro-1H-pyrrole

N-[3-(dimethylamino)propyl]-1-methyl-4-nitro-1H-pyrrole-2-carboxamide