benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

Base Information

• Chemical Name: benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide
• CAS No.: 958264-28-3
• Molecular Formula: C₂₅H₂₄N₂O₄S
• Molecular Weight: 448.543
• Mol file: 958264-28-3.mol

Synonyms:benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

Chemical Property of benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

There total 5 articles about benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide 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: 96.0%

benzyl N-(2,2-diphenylpent-4-en-1-yl)sulfamoylcarbamate (958264-13-6) → benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide (958264-28-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sodium acetate; nickel dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1002/anie.200702160

Reference yield:

2,2-diphenyl-pent-4-enenitrile (5558-71-4) → benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide (958264-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / diethyl ether / 16 h / 0 - 25 °C / Inert atmosphere; Schlenk technique

2: dichloromethane / Inert atmosphere; Schlenk technique

3: trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene / acetonitrile / 5 h / -48 °C / Inert atmosphere; Schlenk technique

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1002/chem.201403891

Reference yield:

Diphenylacetonitrile (86-29-3) → benzyl 5,5-diphenyl-tetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide (958264-28-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / diethyl ether / 0.92 h / 0 °C / Inert atmosphere; Schlenk technique

1.2: 16 h / 0 - 25 °C / Inert atmosphere; Schlenk technique

2.1: lithium aluminium tetrahydride / diethyl ether / 16 h / 0 - 25 °C / Inert atmosphere; Schlenk technique

3.1: dichloromethane / Inert atmosphere; Schlenk technique

4.1: trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene / acetonitrile / 5 h / -48 °C / Inert atmosphere; Schlenk technique

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; sodium hydride; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1002/chem.201403891

upstream raw materials:

benzyl N-(2,2-diphenylpent-4-en-1-yl)sulfamoylcarbamate

2,2-diphenyl-pent-4-enenitrile

2,2-diphenyl-4-pentenylamine

Diphenylacetonitrile

Downstream raw materials:

C₁₇H₁₈N₂O₂S