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

Base Information

• Chemical Name: (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal
• CAS No.: 219931-70-1
• Molecular Formula: C₂₁H₃₀N₂O₇S₂
• Molecular Weight: 486.61
• Mol file: 219931-70-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 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: 78.0%

(2S)-N-[5'-methoxy-4'-[(3''-methoxycarbonylpropyl)oxy]-2'-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal (349536-25-0) → (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (219931-70-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2003.08.071

Reference yield:

(2S)-N-[5-methoxy-4-[3-(carboethoxy)propyloxy]-2-nitrobenzoyl]pyrrolidine-2-carboxaldehydediethylthioacetal (219931-69-8) → (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (219931-70-1)

Guidance literature:

With sodium hydroxide; In ethanol; at 50 ℃; for 18h;

DOI:10.1021/jo9812072

Reference yield:

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal (140647-02-5) → (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (219931-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃ / dimethylformamide / 24 h / 20 °C

2: 78 percent / aq. LiOH / methanol; tetrahydrofuran / 12 h / 20 °C

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

DOI:10.1016/j.bmcl.2003.08.071

upstream raw materials:

(2S)-N-[5-methoxy-4-[3-(carboethoxy)propyloxy]-2-nitrobenzoyl]pyrrolidine-2-carboxaldehydediethylthioacetal

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

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal

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

Downstream raw materials:

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

C₄₄H₆₀N₁₀O₉S₂

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

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