C₂₃H₂₂BrN₃O₃S

Base Information

• Chemical Name: C₂₃H₂₂BrN₃O₃S
• CAS No.: 1418120-88-3
• Molecular Formula: C₂₃H₂₂BrN₃O₃S
• Molecular Weight: 500.416
• Mol file: 1418120-88-3.mol

Synonyms:

Chemical Property of C₂₃H₂₂BrN₃O₃S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₃H₂₂BrN₃O₃S

There total 8 articles about C₂₃H₂₂BrN₃O₃S 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: 44.0%

m-bromobenzoic acid (585-76-2) + (2S,4R)-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide (1448189-45-4) → C23H22BrN3O3S (1418120-88-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 18h;

DOI:10.1002/anie.201206231

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) → C23H22BrN3O3S (1418120-88-3)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium acetate; palladium diacetate / N,N-dimethyl acetamide / 19 h / 150 °C / Inert atmosphere

2: cobalt(II) chloride; sodium tetrahydroborate / methanol / 0 - 4 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide; dichloromethane / 15 h

4: hydrogenchloride / 1,4-dioxane / 1 h

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 18 h

With hydrogenchloride; sodium tetrahydroborate; potassium acetate; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; cobalt(II) chloride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1002/anie.201206231

Reference yield:

4-(4-methyl-1,3-thiazol-5-yl)benzonitrile (122957-57-7) → C23H22BrN3O3S (1418120-88-3)

Guidance literature:

Multi-step reaction with 4 steps

1: cobalt(II) chloride; sodium tetrahydroborate / methanol / 0 - 4 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide; dichloromethane / 15 h

3: hydrogenchloride / 1,4-dioxane / 1 h

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 18 h

With hydrogenchloride; sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; cobalt(II) chloride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201206231

upstream raw materials:

tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate

m-bromobenzoic acid

(2S,4R)-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

2-(trimethylsilyl)ethyl 4-bromobenzylcarbamate