C₁₇H₁₈N₄O₄S

Base Information

• Chemical Name: C₁₇H₁₈N₄O₄S
• CAS No.: 112373-38-3
• Molecular Formula: C₁₇H₁₈N₄O₄S
• Molecular Weight: 374.42
• Mol file: 112373-38-3.mol

Synonyms:C₁₇H₁₈N₄O₄S

Chemical Property of C₁₇H₁₈N₄O₄S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₇H₁₈N₄O₄S

There total 9 articles about C₁₇H₁₈N₄O₄S 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: 97.0%

4-Methoxy-1H,1'H-[2,2']bipyrrolyl-5-carboxylic acid hydrazide (112373-37-2) + p-toluenesulfonyl chloride (98-59-9) → C17H18N4O4S (112373-38-3)

Guidance literature:

With pyridine; at 25 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)95451-0 DOI:10.1021/jo00242a013

Reference yield:

4,5-diiodo-3-methoxy-2-(methoxycarbonyl)pyrrole (112373-16-7) → C17H18N4O4S (112373-38-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / H₂, K₂CO₃ / Pd/C / methanol / 3 h / 25 °C

2: 1.) NaH / 1.) THF, 65 deg C, 14 h, 2.) THF, 25 deg C, 15 min

3: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH₃COOH, Pd(OOCCF₃)2 in CF₃COOH

4: 88 percent / LiOCH₃ / methanol / 0.08 h / 25 °C

5: 98 percent / NH₂NH₂ / 4 h / 25 °C

6: 97 percent / pyridine / 0.25 h / 25 °C

With pyridine; polymer-supported Pd(II) acetate; lithium methanolate; hydrogen; sodium hydride; potassium carbonate; hydrazine; palladium on activated charcoal; In methanol; acetic acid;

DOI:10.1016/S0040-4039(00)95451-0

Reference yield:

3-methoxy-2-(methoxycarbonyl)-1,1'-carbonyldipyrrole (112373-18-9) → C17H18N4O4S (112373-38-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / polymer bound palladium acetate (2.79percent Pd) / acetic acid / 12 h / 80 °C

2: 88 percent / lithium methoxide / methanol / 0.08 h / 25 °C

3: 98 percent / hydrazine / 4 h / 25 °C

4: 97 percent / pyridine / 0.25 h / 25 °C

With pyridine; polymer bound palladium acetate (2.79percent Pd); lithium methanolate; hydrazine; In methanol; acetic acid;

DOI:10.1021/jo00242a013

upstream raw materials:

4-Methoxy-1H,1'H-[2,2']bipyrrolyl-5-carboxylic acid hydrazide

p-toluenesulfonyl chloride

3-methoxypyrrole-2-carboxylic acid tert-butyl ester

4-methoxy-1H,1'H-[2,2']bipyrrolyl-5-carboxylic acid tert-butyl ester

Downstream raw materials:

4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

undecylprodigiosin

4-methoxy-2,2'-bipyrrole-5-carboxaldehyde

Refernces

• 1、 Boger, Dale L.,Patel, Mona. "Total Synthesis of Prodigiosin, Prodigiosene, and Desmethoxyprodigiosin: Diels-Adler Reactions of Heterocyclic Azadienes and Development of an Effective Palladium(II)-Promoted 2,2'-Bipyrrole Coupling Procedure". . p. 1405 - 1415. Retrieved 2007/10/02.