Propanamide, N-[5-[[[(3-aminopropyl)sulfonyl]amino]methyl]-4-(2,2-dimethyl-1-oxoprop yl)-4,5-dihydro-5-phenyl-1,3,4-thiadiazol-2-yl]-2,2-dimethyl-

Base Information

• Chemical Name: Propanamide, N-[5-[[[(3-aminopropyl)sulfonyl]amino]methyl]-4-(2,2-dimethyl-1-oxoprop yl)-4,5-dihydro-5-phenyl-1,3,4-thiadiazol-2-yl]-2,2-dimethyl-
• CAS No.: 781675-14-7
• Molecular Formula: C22H35N5O4S2
• Molecular Weight: 497.683
• Mol file: 781675-14-7.mol

Synonyms:

Chemical Property of Propanamide, N-[5-[[[(3-aminopropyl)sulfonyl]amino]methyl]-4-(2,2-dimethyl-1-oxoprop yl)-4,5-dihydro-5-phenyl-1,3,4-thiadiazol-2-yl]-2,2-dimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanamide, N-[5-[[[(3-aminopropyl)sulfonyl]amino]methyl]-4-(2,2-dimethyl-1-oxoprop yl)-4,5-dihydro-5-phenyl-1,3,4-thiadiazol-2-yl]-2,2-dimethyl-

There total 9 articles about Propanamide, N-[5-[[[(3-aminopropyl)sulfonyl]amino]methyl]-4-(2,2-dimethyl-1-oxoprop yl)-4,5-dihydro-5-phenyl-1,3,4-thiadiazol-2-yl]-2,2-dimethyl- 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: 89.0%

N-[5-(3-azidopropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide → N-[5-(3-aminopropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide (781675-14-7)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 16h;

Reference yield:

2-aminoacetophenone hydrochloride (25384-14-9) → N-[5-(3-aminopropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide (781675-14-7)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate / water; ethyl acetate / 3.5 h / 0 - 30 °C

2: hydrogenchloride / methanol; water / 1.67 h / 0 - 20 °C

3: pyridine / acetonitrile / 5.9 h / 0 - 20 °C

4: ethanol; hexane / HPLC

5: hydrogenchloride / ethyl acetate / 1 h / 20 °C

6: triethylamine / dichloromethane / 22 h / 0 - 20 °C

7: sodium azide; sodium iodide / N,N-dimethyl-formamide / 4 h / 90 °C

8: water; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C

With pyridine; hydrogenchloride; sodium azide; water; potassium carbonate; triethylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

N-[5-(3-chloropropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide (781675-12-5) → N-[5-(3-aminopropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide (781675-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; sodium iodide / N,N-dimethyl-formamide / 4 h / 90 °C

2: water; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C

With sodium azide; water; triphenylphosphine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

N-[5-(3-chloropropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide

[3-(2,2-dimethylpropionyl)-5-(2,2-dimethylpropionylamino)-2-phenyl-2,3-dihydro-1,3, 4-thiadiazol-2-ylmethyl]carbamic acid tert-butyl ester

[3-(2,2-dimethylpropionyl)-5-(2,2-dimethylpropionylamino)-2-phenyl-2,3-dihydro-1,3,4-thiadiazol-2-ylmethyl]carbamic acid tert-butyl ester

2-aminoacetophenone hydrochloride

Refernces

• 1、 -. "AGENT FOR TREATMENT OF SOLID TUMOR". Page/Page column 41. . Retrieved 2008/06/13.
• 2、 -. "THERAPEUTIC AGENT FOR RESTENOSIS". Page/Page column 72-73. . Retrieved 2010/11/25.